ETHNOPHARMACOLOGICAL AND PHYTOCHEMICAL REVIEW OF
ALLIUM SPECIES (SWEET GARLIC) AND TULBAGHIA SPECIES (WILD
GARLIC) FROM SOUTHERN AFRICA
SL Lyantagaye
Department of Molecular Biology and Biotechnology, College of Natural and Applied Sciences,
University of Dar es Salaam, P.O. Box 35179, Dar es Salaam, Tanzania.
E-mail: slyantagaye@gmail.com, lyantagaye@amu.udsm.ac.tz, Phone: +255-787537030
ABSTRACT
Tulbaghia (wild Garlic) is a plant genus most closely related to the genus Allium both in the
family Alliaceae and is entirely indigenous to Southern Africa. Indigenous people use several
species of the genus as food and medicine, and few species are commonly grown as ornamentals.
Biological and pharmacological research on Tulbaghia species and their relationship with
Allium sativum (sweet Garlic) are presented and critically evaluated. Informations from studies
on the treatment of microbes-caused diseases as well as of cancer have been presented in
ethnobotanical reports. Moreover, recent scientific studies have been performed on crude extracts
for certain Tulbaghia species as reviewed in this article. This article gives a critical assessment
of the literature to date and aims to show that the pharmaceutical potential of the members of
the genus Tulbaghia is comparable to that of its close relative A. sativum but has been
underestimated and deserves closer attention.
Keywords: Allium sativum, Ethnobotany, Ethnopharmacology, Medicinal, Phytochemical,
Southern Africa, Tulbaghia
INTRODUCTION
Tulbaghia (wild Garlic) is a plant genus
belonging to the family Alliaceae and is a
small plant genus of about 30 species all
indigenous to the Southern Africa region
(Williamson 1955, Vosa 1975, Tredgold
1986, van Wyk and Gericke 2000, Figure 1)
and is very interesting from both biological
and chemical perspective. Some member
species have been able to adopt foreign
environmental conditions as they are being
grown in as far as Europe and America
(Benham 1993). Most of its member species
are closely related to Allium sativum (sweet
Garlic) and hence commonly known as wild
garlic. There are many chemical constituents
that have been identified in the Alliaceae
family. The strong onion or garlic smells are
found in the Tulbaghia and Allium genera,
while steroidal saponins are found in most
of the species (Dahlgren et al. 1985). The
medicinal uses of the Allium plants have
been widely studied and recorded (Ross
2003). Only 3 of the 30 distinguished
species of Tulbaghia have been reported in
scientific literature as ethnobotanically used
or phytochemically investigated. However,
significant information on chemical profile
is available only for one species, Tulbaghia
violaceae, and has been found to be rich in
sulfur–containing compounds; the
compounds in most cases account for the
characteristic odours and the medicinal
properties of both the Tulbaghia and Allium
species. This review will focus mainly on
the genus T u l b a g h i a and its
ethnopharmacological relationship with
Allium.
The Alliaceae family
Alliaceae is a family of herbaceous perennial
flowering plants, which are monocots in the
order Asparagales. The family has been
widely but not universally recognized, in the
past, the plants involved were often treated
as belonging to the family Liliaceae. The
Angiosperm Phylogeny Group II system
(APG II system) of 2003 recognizes the
Tanz. J. Sci. Vol. 37 2011
family and places it in the order Asparagales
Figure 1:
in the clade monocots.
A map showing countries (Southern Africa) where Tulbaghia plants are indigenous.
The Alliaceae family has about 600 species
in 30 genera and is a widely distributed
family (APG 2003). The major places of
distribution for the whole family are
Mediterranean Europe, Asia, North and
South America and Sub-Saharan Africa
(APG 1998, APG 2003). The Sub-Saharan
Africa genera are Allium, Tulbaghia and
Agapanthus (Dahlgren et a l . 1985).
Probably the most popular genus is Allium,
which includes several important food
plants, including garlic (A. sativum and A.
s c o r d o p r a s u m ), onions (Allium cepa),
chives (A. schoenoprasum), and leeks (A.
p o r r u m ). A strong "oniony" odour is
characteristic of the whole genus Allium, but
not all members are equally flavorful
(Kourounakis and Rekka 1991). A. sativum
and Allium cepa are worldwide known for
their medicinal use (Ross 2003).
Genetical relationship between the genera
Tulbaghia and Allium
The physical ends o f
eukaryotic
chromosomes are protected from being
recognised and processed as DNA breaks by
telomeres. Tandemly repeated short
minisatellite motif of DNA is usually found
in the telomeres and is called telomeric
DNA repeats. Telomere repeats are
remarkably conserved among eukaryotes,
and sequence variation among most of the
major taxonomic groups does not exceed
one or two nucleotides (Li et al. 2000). In
plants this particular motif (5’-TTTAGGG3’) was first characterised in Arabidopsis
thaliana (Richards and Ausubel, 1988) and
has since been found in the majority of plant
species (Cox et al. 1993) and is now refered
to as the Arabidopsis cap.
However, not all plants share the typical
plant telomere sequence and recently the
59
Lyantagaye – Ethnopharmacological and phytochemical review of Allium and Tulbaghia …
presence of this or its variation has been
used to show genetic similarity. Allium,
T u l b a g h i a and N o t h o s c o r d u m (family
Alliaceae) are devoid of the Arabidopsistype telomeres (Fay and Chase 1996). Aloe
(Asphodelaceae) and H y a c i n t h e l l a
(Hyacinthaceae), both belonging to
Asparagales, possess human/vertebrate-type
sequences (5’-TTAGGG-3’) at their
chromosome termini (Puizina et al. 2003,
Weiss and Scherthan 2002). As all these
genera are petaloid monocots in the
Asparagales, it suggests that an absence of
A r a b i d o p s i s -type telomeres may be
characteristic of this related group of plants
(Adams et al. 2000, Weiss-Schneeweiss et
al. 2004). The only other plant genera so far
reported without such telomeres are Cestrum
and closely related genera Vestia and Sessea
(Solanaceae) (Sykorova et al. 2003). A. cepa
(Alliaceae) lacks both Arabidopsis-type and
human-type telomeres; it possesses an
unknown type of telomere. (Sykorova et al.
2006). However, there exist significant
differences between members of Allium and
that of Tulbaghia. For example, A. sativum
has 2n = 3x = 24 and T. violacea has a nonbimodal karyotype (2n = 12) (Fay and
Chase 1996), which is not suprising for
different species.
sulfides, propionthiol and vinyl disulfide in
their essential oils (Dahlgren et al. 1985).
A. sativum and its extracts have been widely
recognized worldwide as agents for
prevention and treatment of cardiovascular
and
other
metabolic
diseases,
atherosclerosis, hyperlipidemia, thrombosis,
hypertension, microbial infections, asthma,
and diabetes (Reuter 1995, Reuter et al.
1996). The therapeutic properties of A.
sativum have been through review in the
book called Medicinal Plants of the World
(Humana) by Ross (2003).
The chemistry of Allium species
The active components of A. sativum
include antioxidants such as organosulfur
compounds, free radicals scavenger
flavonoids such as allixin, trace elements
such as germanium (normalizer and
immunostimulant), selenium (for optimal
function of the antioxidant enzyme
glutathione peroxidase), volatile oil
containing sulfur compounds, amino acids
and other bio-active compounds (Ross
2003). Garlic chemistry is complex, and a
number of other compounds are also
produced in the plant by the aging process.
As simply stated, organosulfur compounds
are organic molecules that contain the
element sulfur. Depending on structure, the
presence of sulfur in an organic molecule is
often indicated by a distinctive and
oftentimes unpleasant and ‘loud’ odour.
However, organosulfur compounds can also
confer pleasant odour characteristics, as is
observed in garlic and onions. The aroma
and flavor molecules in garlic and onions are
derived from precursor compounds that are
derivatives of the amino acid cysteine.
Therapeutics of Allium species
The genus Allium has about 1250 species,
making it one of the largest plant genera in
the world (Dahlgren et al. 1985). The plants
can vary in height between 5 cm and 150
cm. The flowers form an umbel at the top of
a leafless stalk. A. sativum is indigenous to
Asia and probably the most widely used
herb in the world (Hyams 1971), but it has
been grown in most of tropical and
subtropical region. A. sativum has linear
sheathing leaves, globose umbels of white
or reddish flowers. The bulbs are composed
of “cloves”, which are wrapped in a shared
whitish papery coat. The odour is weak
when the plant is intact, when damaged the
smell grows strong. They are perennial
bulbous plants containing mostly
organosulfur compounds, such as allyl
A. sativum and A. cepa (onion) both contain
1-5% dry weight of cysteine derivatives in
which the proton at sulfur in cysteine is
replaced with an alkyl or alkenyl
substituent, and the sulfur atom is itself
oxidized to the sulfoxide. The cysteine
sulfoxide derivatives found in onions and
garlic are indicated in (Figure 2, Scheme 1).
60
Tanz. J. Sci. Vol. 37 2011
Onions contain propiin, isoalliin and
methiin, whereas garlic contains isoalliin,
methiin and alliin (Ichikawam et al. 2006,
Hornícková et al. 2010). Alliin exhibits
considerable
biological
activity
(Kourounakis and Rekka 1991).
O
O
OH
S
O
S
NH2
OH
O
NH2
Methiin
Alliin
O
O
OH
S
O
OH
S
NH2
O
NH2
Propiin
Isoalliin
Cysteine sulfoxide (organosulfur) derivatives found in onions and garlic.
Figure 2:
O
S
OH
OH
O
O
O
O
O
S
HN
O
NH2
O
!-L-Glutamyl-S-methyl-L-cysteine (GSMC)
!-Glutamyl transpeptidase
!-Glutamyl transpeptidase
!-Glutamyl transpeptidase
Oxidase
Oxidase
Oxidase
O
OH
S
NH2
(+)-S-(2-propenyl)-L-cysteine sulfoxide (Alliin)
Scheme 1:
HN
NH2
O
!-L-Glutamyl-S-(trans-1-propenyl)-L-cysteine (GSPC)
OH
OH
O
HN
O
O
O
S
OH
NH2
O
!-L-Glutamyl-S-(2-propenyl)-L-cysteine (GSAC)
OH
S
O
O
OH
NH2
S
O
(+)-S-(trans-1-propenyl)-L-cysteine sulfoxide (Isoalliin)
OH
NH2
(+)"S-Methyl-L-cysteine sulfoxide (Methiin)
Biosynthetic pathway of organosulfer compounds in garlic (Ichikawam et al. 2006).
The distinct flavors of garlic and onion
reflect varying amounts of cysteine
sulfoxides in each plant, most particularly
isoalliin (higher amount in onion) and alliin
(higher amount in garlic) (Fritsch and
Keusgen 2006). Isoalliin is the precursor of
thiopropanal S-oxide, the volatile sulfine in
onion that causes tearing. The cysteine
sulfoxide derivatives are contained in the
cytoplasm of the plant cells. In the vacuoles
of these cells is contained a class of enzymes
known as C-S lyases. If the plant tissue is
disrupted by cutting/slicing, chopping,
chewing etc, the C-S lyase is released, and it
subsequently acts upon the cysteine
sulfoxide derivatives, cleaving the C-S bond
61
Lyantagaye – Ethnopharmacological and phytochemical review of Allium and Tulbaghia …
between the b-carbon and sulfur (Scheme 2).
This cleavage results in two fragments; a
putative sulfenic acid intermediate, and aaminoacrylic acid (Block 1992, Shimon et
a l . 2007). The latter compound
spontaneously decomposes to ammonia and
pyruvic acid while the former condenses
with a second sulfenic acid molecule to form
a class of compounds known as
thiosulfinates (Block 1992, Shimon et al.,
2007). The importance of the thiosulfinates
derivatives is from the fact that they have
been shown to exhibit a variety of biological
activities, including antibacterial, antifungal,
Scheme 2.:
antiviral and anticancer properties, among
others (Ross 2003). Thiosulfinates also
serve as the primary flavor and odour
producing molecules in freshly prepared
garlic and onion macerates. The
thiosulfinates participate in a variety of
subsequent reactions which afford a
considerable number of organosulfur
volatiles, such as sulfides, di- and trisulfides
and dithiins (Figure 3). These compounds
impart additional flavor, odour and
biological activity characteristics to longer
standing and/or heat-treated macerates.
Proposed general mechanism for the catalysis of C-S bond cleavage in Cys
sulfoxide derivatives by alliinase (Block 1992, Shimon et al. 2007). Alliin, SAllyl-L-Cys sulfoxide; 2-hydroxyethiin, S-2-hydroxyethyl-L-Cys sulfoxide;
isoalliin, (E)-S-(1-propenyl)-L-Cys sulfoxide; methiin, S-methyl-L-Cys sulfoxide;
petiveriin, S-benzyl-L-Cys sulfoxide; propiin, S-propyl-L-Cys sulfoxide.
Because earlier studies established that the
aforementioned chemistry occurred in garlic
and onions, and since both are members of
the allium family, this chemistry is often
referred to as ‘allium chemistry’. However,
there are numerous other plants unrelated to
the A l l i u m genus whose organo-leptic
properties imply the presence of
organosulfur compounds (Block 2010).
Indeed, in the next sections it is shown that
similar chemistry occurs in T. violacea.
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Tanz. J. Sci. Vol. 37 2011
Figure 3:
A, therapeutically active sulfur compounds from garlic; a representative for each of
the three substance classes (allyl sulfides, dithiines, and ajoenes) is shown. B, the
enzymatic reaction catalyzed by alliinase (Kuettner et al. 2002).
species are reported in the UK, such as T.
violacea, T. cominsii, T. acutiloba, T.
natalensis, and T. montana, and also in the
USA cultivated as decorative plants
although most are rather tender and are best
grown as warm greenhouse plants (Burbidge
1978, Watson and Dallwitz 1992).
Typically, the Tulbaghia species are
modest, unassuming plants with small
flowers, grassy foliage, sometimes with a
pungent skunky or alliaceous scent to the
rhizomatous rootstalks. A new species of
Tulbaghia (T. pretoriensis), sympatric to
Tulbaghia acutiloba and found in and
around Pretoria was the latest to be
described in 2006. The two species differ
from one another in their karyotype, flower
morphology and scent, as well in their
overall size (Vosa and Gillian 2006, Vosa
2007). Table 1 shows members on record of
the small genus Tulbaghia, about 30 plants
species.
Tulbaghia species
Of all the members of the family Alliaceae,
Tulbaghia is the genus most closely related
to Allium and is entirely indigenous to
Southern Africa (Figure 1). The natural
distribution extends from Southern Tanzania
to Malawi, Botswana, Zimbabwe,
Mozambique, South Africa, Swaziland and
Lesotho (Williamson 1955, Vosa 1975,
Tredgold 1986, van Wyk and Gericke 2000,
Vosa and Condy 2001). Indigenous people
use several species as food and medicine,
and few species are commonly grown as
ornamentals (Vosa 1975, Vosa and Condy
2001). T. violacea is the most well known
species as medicinal plant species in the
genus, especially in the Eastern Cape and
KwaZulu-Natal regions (Burton 1990, van
Wyk et al. 2000). The presence of this
species elsewhere is due to cultivation in
gardens and in the commercial medicinal
plant farms (van Wyk et al. 2000). A few
63
Lyantagaye – Ethnopharmacological and phytochemical review of Allium and Tulbaghia …
Table 1:
Plant species in the genus Tulbaghia (Burbidge 1978, Vosa 1980, Vosa 2000, Vosa
and Condy 2006)
Species
Tulbaghia pretoriensis Vosa & Condy.
Tulbaghia acutiloba Harv.
Tulbaghia aequinoctialis Welw. ex Baker
Tulbaghia affinis Link
Tulbaghia alliacea L.f.
Tulbaghia bragae Engl.
Tulbaghia calcarea Engl. & K.Krause
Tulbaghia cameronii Baker
Tulbaghia capensis L.
Tulbaghia coddii Vosa & Burb.
Tulbaghia cominsii Vosa
Tulbaghia dregeana Kunth
Tulbaghia friesii Suess.
Tulbaghia galpinii Schltr.
Tulbaghia hypoxidea Sm.
Tulbaghia leucantha Baker
Tulbaghia ludwigiana Harv.
Tulbaghia luebbertiana Engl. & K.Krause
Tulbaghia macrocarpa Vosa
Tulbaghia montana Vosa
Tulbaghia natalensis Baker
Tulbaghia nutans Vosa
Tulbaghia pauciflora Baker
Tulbaghia rhodesica R.E.Fr.
Tulbaghia simmleri P.Beauv.
Tulbaghia tenuior K.Krause & Dinter
Tulbaghia transvaalensis Vosa
Tulbaghia verdoornia Vosa & Burb.
T. violacea Harv.
Tulbaghia x aliceae Vosa
Common name [local names]
Wild Garlic
Wild Garlic, Wildeknoffel [Afrikaans], sefothafotha
[South Sotho], lisela [Swazi], ishaladi lezinyoka
[Zulu].
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic, Wildeknoffel [Afrikaans],
Wild Garlic
Wild Garlic
Wildelook, Ajuin [Afrikaans]
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic, sefothafotha [South Sotho]
Scented Wild Garlic, ingotjwa, sikwa [Swazi],
umwelela-kweliphesheya [Zulu]
Wild Garlic
Wild Garlic
Wild Garlic
Sweet Wild Garlic, iswele lezinyoka [Zulu]
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic
Wild Garlic, Wildeknoffel [Afrikaans], isihaqa [Zulu]
Wild Garlic
T. violacea is a small perennial bulbous
herb with corm-like rhizomes and narrowly
linear, evergreen aromatic leaves. The
flowers are tubular mauve or pale purple,
occurring in groups of about ten at the tip of
the slender stalk (Figure 4). The plant
prefers partial shade or partial sun to full
sun; and dry to moist soils. Mature height
ranges from 30 cm to 120 cm depending on
the environmental conditions. The plant can
be grown successfully in a tub and
transferred to a greenhouse or a frost-free
place for the winter (Watson and Dallwitz
1992). The plant gives out a strong odour of
onion or garlic when bruised (Watt and
Breyer-Brandwijk 1962), hence its common
names wild garlic (van Wyk et al. 2000) or
society garlic (Watson and Dallwitz 1992).
Inspite of its garlic-like flavor, the
consumption of T. violacea is not
accompanied by the development of bad
breath as is in the case with the
consumption of A. sativum and hence
another common name “sweet garlic” (Kubec
et al. 2002). This suggests that T. violacea
and A. sativum may not contain exactly the
64
Tanz. J. Sci. Vol. 37 2011
same volatile chemical compositions.
However, it was previously reported that T.
violacea contain a carbon-sulfur lyase
enzyme whose action is similar to that of
lyases in the various A l l i u m species
(Jacobsen et al. 1968). The same study
suggested the presence of sulfur compounds
that corresponded with those found in
A l l i u m volatile compounds. Thus,
suggesting that the garlic-like smell of the
wild garlic is most likely due to the same or
similar sulfur compounds (Burton 1990). It
is, therefore, most likely that T. violacea
may also contain the medicinal potential
that is similar to its close relative A.
sativum .
a
Figure 4:
b
Tulbaghia violacea; a) whole plants, and b) flower,
Some of the Rastafarians eat copious
amounts of it and chili during winter
allegedly “to keep the blood warm” and stop
aches and pains. Bulbs and leaves soaked in
water for a day can be used for rheumatism,
arthritis and to bring down fever. The bulbs
are also used for coughs, colds and flu. Zulu
people also use the plant to repel snakes
away from their houses. It is also used for
the treatment of infant and mother in the
case of depressed fontanelle. In the Eastern
Cape T. violacea is used for colic, wind,
restlessness, headache and fever, largely for
young children. Like any drug, extensive
use can give adverse symptoms such as
abdominal pain, gastroenteritis, acute
inflammation and sloughing of the intestinal
mucosa, cessation of gastro-intestina
peristalsis, contraction of the pupils and
subdued reactions to stimuli. Tulbaghia
simmeleri is often used as alternative for T.
Ethnobotany of Tulbaghia species
The traditional uses of Tulbaghia species are
referred to in many folkloric and
ethnobotanical studies performed in certain
areas of South Africa, where like many other
the poor Sub-Saharan Africa communities,
plants are still the primary source of
medicine.
According to van Wyk et al. (2000), T.
violacea [common names: Wild garlic
(English), Wildeknoffel (Afrikaans), Isihaqa
(Zulu) and Moelela (Sotho)] is used in
traditional medicine in the Eastern Cape and
KwaZulu Natal for problems like fever,
colds, asthma, tuberculosis, stomach-ache,
and cancer of the oesophagus. The bulbs of
T. violacea are used as a remedy for
pulmonary tuberculosis and to destroy
intestinal worms. The Zulu people use the
bulb to make an aphrodisiac medicine.
65
Lyantagaye – Ethnopharmacological and phytochemical review of Allium and Tulbaghia …
violacea, where the latter is not available
(Burton 1990, van Wyk et al. 2000).
literature about the rest of the plant species,
most probably they are used interchangeably
with T. violacea, T. simmleri, and T .
alliacea.
Tulbaghia alliacea, has been reported as an
early Cape remedy for fever, fits,
rheumatism, and paralysis (Burton 1990). T.
alliacea has the same common name as T.
v i o l a c e a , i.e., Wild garlic (English),
Wildeknoffel (Afrikaans), Isihaqa (Zulu) and
Moelela (Sotho). T. alliacea is an
indigenous species in South Africa, growing
particularly in the Eastern Cape and southern
KwaZulu-Natal. It is a bulbous plant with
long, narrow, hairless leaves arising from
several white bases. Brownish green flowers
occur in-groups of about 10 or more at the
tip of a slender stalk (Robert 2001). Both
the bulbs and leaves of T. alliacea are used
medicinally. In Zimbabwe and South Africa
the leaves of Tulbaghia alliacea are cooked
as a relish, alone or with leaves of other
plants, such as Adenia species. The rhizome
is scraped clean and boiled with meat in
stews or roasted as a vegetable. Young
leaves are chopped and used to flavour
soups, stews, pickles and omelettes as a
substitute for shallot. In South Africa the
bruised rhizome is used in baths for the
relief of fever, rheumatism or paralysis.
Small doses are used as a laxative
(Williamson 1955, Vosa 1975, Tredgold
1986, van Wyk and Gericke 2000). The
plant is used for fever and colds, asthma,
pulmonary tuberculosis and stomach
problems. In the Cape Dutch tradition, T.
alliacea is used as a purgative and for fits,
rheumatism and paralysis. Also tea can be
made from chopped bulbs and roots and
used as a purgative. Extracts of T. alliacea
exhibit anti-infective activity against
Candida species in vitro (Thamburan et al.
2006). The Khoikhoi and Basotho use the
plant to make a brew from the chopped
bulbs and roots (Robert 2001).
Chemical constituents of Tulbaghia
species
Like in Allium, volatile sulfur-containing
flavor compounds are responsible for the
characteristic smell and taste of Tulbaghia
species. Unlike Allium species, the closely
related plant whose chemistry has been
extensively studied, only few scientific
articles about the chemical constituents of T.
v i o l a c e a have been published so far.
Jacobsen et al. (1968) reported the presence
of a C–S lyase and three unidentified Ssubstituted cysteine sulfoxide derivatives.
Bate-Smith (1968) reported the presence in
T. violacea of kaempferol (Figure 5). Burton
and Kaye (1992) isolated 2,4,5,7tetrathiaoctane-2,2-dioxide and 2,4,5,7tetrathiaoctane from the leaves of T.
violacea. Kubec et al. (2002) isolated
2,4,5,7-tetrathiaoctane-4-oxide and identified
the three unknown cysteine derivatives that
had been suggested by Jacobsen et al. (1968)
as (RSRC)-S-(methylthiomethyl)cysteine-4oxide (marasmin). (SSRC)-S-methyl- and
(SSRC)-S-ethylcysteine sulfoxides (methiin,
MCSO and ethiin, ECSO, respectively).
Gmelin et al. (1976) were the first to
propose that the enzymatic cleavage of
marasmin is analogous to that of alliin (Sallylcysteine sulfoxide) in A. sativum and
other alliaceous species. They suggested the
formation of S - ( m e t h y l t h i o m e t h y l )
(methylthio) methanethiosulfinate (2,4,5,7tetrathiaoctane-4-oxide, marasmicin, 2 in
Sheme 3) from marasmin as the primary
breakdown product.
The presence of a C–S lyase in T. violacea
(Jacobsen et al. 1968), suggests the close
genetic relationship with Allium species,
also due to marasmicin being in close
analogy to the alliin/allicin system, make it
reasonable to assume that a similar
mechanism is also operating in T. violacea.
The bulbs of Tulbaghia cepacea are
recommended for tuberculosis and as an
anthelmintic (Watt and Breyer-Brandwijk
1 9 6 2 ) . Nothing has been reported in
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Tanz. J. Sci. Vol. 37 2011
6
CH2OH
5
O
H
H
H
4
1
H
OH
OH
OCH3
3
OH
H
Kaempferol
Figure 5:
7
2
Figure 6. Methyl-%-D-glucopyranoside
(MDG).
O
O
S
H
NH2
S
COOH
C-S lyase
S
- 1/2 H2O
S
S
S
(RSRC)-S-(methylthiomethyl)cysteine-4-oxide, 1
Scheme 3:
SOH
S
marasmicin, 2
Formation of marasmicin, 2, from (RSRC)-S-(methylthiomethyl)cysteine-4-oxide, 1,
in T. violacea.
Marasmicin is unstable and further
decomposes giving various sulphurcontaining degradation products, e.g.
2,4,5,7-tetrathiaoctane,
2,4,5,7tetrathiaoctane-2,2-dioxide, 2,4,5,7tetrathiaoctane-4,4-dioxide, or 2,4,5,7tetrathiaoctane-2,2,7,7-tetraoxide (Kubec et
al. 2002). Other classes of compounds
reported in T. violacea are flavonols e.g.
kaempferol
(Figure
5),
and
saponins/sapogenins, which are generally
present in Allium and Tulbaghia (Watson
and Dallwitz 1992). Burton (1990)
identified free sugars including glucose,
fructose, sucrose, maltose, arabinose,
rhamnose, xylose and galactose, and
glycosides from an aqueous extract of T.
violacea. Lyantagaye and Rees (2003) and
Lyantagaye et al. (2005) have reported the
presence of glucopyranoside “Methyl-%-Dglucopyranoside (MDG)” (Figure 6) from T.
violacea aqueous extracts.
S-alk(en)yl
cysteine
sulfoxides,
thiosulfinates, polysulfides, fructose and
glucose compounds have been found from
the aqueous extract T. alliacea. Also, a
furanoid compound [5-(hydroxymethyl)-2furfuraldehyde] was identified as an artefact
compound generated by the acid hydrolysis
step. This compound occurs as a product
from the acid-catalyzed dehydration of
fructose (Maoela 2005).
Krest et al. (2000) reported the presence of
S- methyl-L-cysteine sulfoxide (MCSO,
methiin), S-propyl cysteine sulfoxide
(PCSO,
propiin),
S-allyl-L-cysteine
sulfoxide (ACSO, alliin) and S- (trans-1propenyl)-L-cysteine sulfoxide (PeCSO,
isoalliin) in considerable amounts in T.
acutiloba. These compounds have been well
known to occur in most Allium species.
Also, the presence of lectin-like proteins
have been reported more than once
67
Lyantagaye – Ethnopharmacological and phytochemical review of Allium and Tulbaghia …
(Gaidamashvili and van Staden 2002a,
2002b, 2006).
Kaempferol consumption in tea and broccoli
has been associated with reduced risk of
heart disease (Park et al. 2006).
Bioactivity of Tulbaghia species extracts
The compounds 2,4,5,7-tetrathiaoctane-2,2dioxide and 2,4,5,7-tetrathiaoctane from the
leaves of T. violacea, reported by Burton
and Kaye (1992), were found to have
antibacterial activity (Burton 1990). Crude
aqueous extracts from T. violacea have been
shown to exhibit apoptosis inducing ability,
and so the extacts contain potentially
anticancer agents (Lyantagaye and Rees,
2003). Two years later, Lyantagaye et al.
(2005) remarked on the promising anticancer
activities of T. v i o l a c e a - derived
compounds containing a methyl-%-Dglucopyranoside (MDG) moiety in their
structure (Figure 6). The MDG structure has
been postulated to interfere with the bioactivities of hexokinase, as well to induce
reactive oxygen species, which cause cellular
damage and hence apoptotic cell death
(Cohen et al. 2002, Pastorino et al. 2002,
Lyantagaye 2005). This was the first time T.
violacea – derived MDG was reported to kill
cancer cells by inducing apoptosis in the
cells. Current research efforts focus on
understanding the exact mode of action of
MDG and other related plants from the the
plant extracts.
More studies have also shown that extracts
from Tulbaghia species control plant fungal
pathogens by inhibiting their growth
(Lindsey and van Staden 2004, Vries et al.
2005, Nteso and Pretorius 2006).
Gaidamashvili and van Staden (2002a,
2002b, 2006) reported the isolation of
lectin-like proteins and their prostaglandin
inhibitory activity and Staphylococcus
aureus a n d Bacillus subtilis growth
inhibition. There have also been roports on
the potential anti-infective remedy for fungal
infections (Motsei 2003, Bull et al. 2005,
Thamburan et al. 2006). ACE inhibitor
activity and lowering of blood pressure and
down regulating of AT1a gene expression in
a hypertensive rat model have been reported
(Mackraj and Ramesar 2007, Mackraj et al.
2007). More recently, Ebrahim and Pool
(2010) reported that T. violacea has
androgenic properties; treatment of cells
with T. violacea increased LH-induced
testosterone production.
CONCLUSION
Plants are known to be important sources of
therapeutic agents. This implies that
compounds or mixture of compounds that
have activity in mammalian cells are
potential therapeutic agents and can be used
as leads towards the development of new
drugs. Only reports for biological activity of
4 of the 29 species of Tulbaghia exist, and
significant phytochemical investigations
have been conducted on only 1 of them.
Sulfur-type compounds seem to be typical
for the genus as they were found from
several species. Among these compounds,
kaempferol and other sulfur compounds are
most remarkable and have received much
scientific attention because of their anticancer potential. Clearly, members of the
genus T u l b a g h i a possess significant
pharmacological potential and promising
activities of extracts in the context of
ethnomedicinal knowledge, and therefore
An in vitro study by Kowalski et al. (2005)
showed that the flavonoid kaempferol
inhibits monocyte chemoattractant protein
(MCP-1). MCP-1 plays a role in the initial
steps of atherosclerotic plaque formation.
The kaempferol and quercetin seems to act
synergistically in reducing cell proliferation
of cancer cells, meaning that the combined
treatments with quercetin and kaempferol are
more effective than the additive effects of
each flavonoid (Ackland et al. 2005). An 8year study found that three flavonols
(kaempferol, quercetin, and myricetin)
reduced the risk of pancreatic cancer by 23
percent (Nöthlings et a l . 2008). Many
glycosides of kaempferol, such as
kaemferitrin and astragalin, have been
isolated as natural products from plants.
68
Tanz. J. Sci. Vol. 37 2011
promote a high degree of interest in further
studies. Knowledge obtained from such
studies could also enhance the efficacy of
already existing ethnomedicinal uses and,
consequently, support the cultural value of
these species. The T u l b a g h i a species
described in this review do not appear
limited in their availability and might serve
as an important source of medicine among
people living in the Southern Africa region.
There is a necessity to attempt to investigate
more possible specific targets involved in
their mode of actions by the individual
compounds isolated from Tulbaghia plant
species using molecular biology techniques.
It is therefore evident that the pharmaceutical
potential of the members of the genus
Tulbaghia has been underestimated and
deserves closer attention.
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ACKNOWLEDGEMENTS
It would not have been possible to produce
the review without the financial support
from the National Research Foundation
(NRF) of South Africa, Triangle
Pharmaceuticals, USA, South African
Department of Trade and Industry, Cancer
Association of South Africa, Carnegie-IAS (RISE) USA and ACP-EU funding for POLSABINA project, and the Sida/Sarec
through core support component at the
University of Dar es salaam.
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