Abstract
In addition to the above 11 new type skeleton compounds, there are also 113 new skeletons of other classes (1999–2021) and they contain 23 subclasses (1253‒1294 Fig. 13.1, 1295‒1340 Fig. 13.2, 1341‒1365 Fig. 13.3; Table A12). In view of the relatively small number of new skeleton compounds contained in each subclass, the 113 unique compounds were classified as other groups. The detailed classification of the subclasses will be described in this chapter.
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References
Leverrier A, Dau METH, Retailleau P, Awang K, Guéritte F, Litaudon M. Kingianin A: a new natural pentacyclic compound from Endiandra kingiana. Org Lett. 2010;12:3638–41.
Saouf A, Guerra FM, Rubal JJ, Moreno Dorado FJ, Akssira M, Mellouki F, López M, Pujadas AJ, Jorge ZD, Massanet GM. Transtaganolides A−D: novel metabolites from Thapsia transtagana. Org Lett. 2005;7:881–4.
Gao YP, Shen YH, Zhang SD, Tian JM, Zeng HW, Ye J, Li HL, Shan L, Zhang WD. Incarvilleatone, a new cyclohexylethanoid dimer from Incarvillea younghusbandii and its inhibition against nitric oxide (NO) release. Org Lett. 2012;14:1954–7.
Koike K, Jia Z, Nikaido T, Liu Y, Zhao Y, Guo D. Echinothiophene, a novel benzothiophene glycoside from the roots of Echinops grijissii. Org Lett. 1999;1:197–8.
Zou J, Chen GD, Zhao H, Huang Y, Luo X, Xu W, He RR, Hu D, Yao XS, Gao H. Triligustilides A and B: two pairs of phthalide trimers from Angelica sinensis with a complex polycyclic skeleton and their activities. Org Lett. 2018;20:884–7.
Zou J, Chen GD, Zhao H, Wang XX, Zhang ZJ, Qu YB, He RR, So KF, Yao XS, Gao H. Triangeliphthalides A-D: bioactive phthalide trimers with new skeletons from Angelica sinensis and their production mechanism. Chem Commun. 2019;55:6221–4.
Liu CP, Xie CY, Zhao JX, Ji KL, Lei XX, Sun H, Lou LG, Yue JM. Dysoxylactam A: a macrocyclolipopeptide reverses p-glycoprotein-mediated multidrug resistance in cancer cells. J Am Chem Soc. 2019;141:6812–6.
Wang JX, Zhao YP, Du NN, Han Y, Li H, Wang R, Xu Y, Liu YF, Liang XM. Scocycamides, a pair of macrocyclic dicaffeoylspermidines with butyrylcholinesterase inhibition and antioxidation activity from the roots of Scopolia tangutica. Org Lett. 2020;22:8240–4.
Zhang B, Wang Y, Yang SP, Zhou Y, Wu WB, Tang W, Zuo JP, LiY, Yue JM. Ivorenolide A, an unprecedented immunosuppressive macrolide from Khaya ivorensis: structural elucidation and bioinspired total synthesis. J Am Chem Soc. 2012;134:20605–8.
Li XL, Zhao BX, Huang XJ, Zhang DM, Jiang RW, Li YJ, Jian YQ, Wang Y, Li YL, Ye WC. (+)- and (−)-Cajanusine, a pair of new enantiomeric stilbene dimers with a new skeleton from the leaves of Cajanus cajan. Org Lett. 2014;16:224–7.
Li SG, Huang XJ, Li MM, Liu Q, Liu H, Wang Y, Ye WC. Multiflorumisides A-G, dimeric stilbene glucosides with rare coupling patterns from the roots of Polygonum multiflorum. J Nat Prod. 2018;81:254–63.
Gewali MB, Tezuka Y, Banskota AH, Ali MS, Saiki I, Dong H, Kadota S. Epicalyxin F and calyxin I: two novel antiproliferative diarylheptanoids from the seeds of Alpinia blepharocalyx. Org Lett. 1999;1:1733–6.
Yang Y, Kinoshita K, Koyama K, Takahashi K, Tai T, Nunoura Y, Watanabe K. Two novel anti-emetic principles of Alpinia katsumadai. J Nat Prod. 1999;62:1672–4.
Ge HM, Huang B, Tan SH, Shi DH, Song YC, Tan RX. Bioactive oligostilbenoids from the stem bark of Hopea exalata. J Nat Prod. 2006;69:1800–2.
He S, Jiang L, Wu B, Li C, Pan Y. Chunganenol: an unusual antioxidative resveratrol hexamer from Vitis chunganensis. J Org Chem. 2009;74:7966–9.
Li XL, Cheng X, Yang LM, Wang RR, Zheng YT, Xiao WL, Zhao Y, Xu G, Lu Y, Chang Y, Zheng QT, Zhao QS, Sun HD. Dichotomains A and B: two new highly oxygenated phenolic derivatives from Dicranopteris dichotoma. Org Lett. 2006;8:1937–40.
Liu X, Luo HB, Huang YY, Bao JM, Tang GH, Chen YY, Wang J, Yin S. Selaginpulvilins A-D, new phosphodiesterase-4 inhibitors with an unprecedented skeleton from Selaginella pulvinata. Org Lett. 2014;16:282–5.
Tan X, Han XY, Teng HD, Li QQ, Chen Yu, Lei XX, Yang GD. Structural elucidation of garcipaucinones A and B from Garcinia paucinervis using quantum chemical calculations. J Nat Prod 2021;84:972−8.
Franzyk H, Jensen SR, Olsen CE, Quiroga JM. A 9-hydroxyiridoid isolated from Junellia seriphioides (Verbenaceae). Org Lett. 2000;2:699–700.
Vongvanich N, Kittakoop P, Kramyu J, Tanticharoen M, Thebtaranonth Y. Phyllanthusols A and B, cytotoxic norbisabolane glycosides from Phyllanthus acidus skeels. J Org Chem. 2000;65:5420–3.
Sang S, He K, Liu G, Zhu N, Cheng X, Wang M, Zheng Q, Dong Z, Ghai G, Rosen RT, Ho CT. A new unusual iridoid with inhibition of activator protein-1 (ap-1) from the leaves of Morinda citrifolia L. Org Lett. 2001;3:1307–9.
Geng CA, Zhang XM, Ma YB, Luo J, Chen JJ. Swerilactones L-O, secoiridoids with C12 and C13 skeletons from Swertia mileensis. J Nat Prod. 2011;74:1822–5.
Liu L, Xu GL, Ma XX, Khan A, Tan WH, Yang ZY, Zhou ZH. Sweritranslactones A-C: unusual skeleton secoiridoid dimers via [4+2] cycloaddition from swertiamarin. J Org Chem. 2017;82:13263–7.
Hu LH, Sim KY. Cytotoxic polyprenylated benzoylphloroglucinol derivatives with an unusual adamantyl skeleton from Hypericum sampsonii (Guttiferae). Org Lett. 1999;1:879–82.
Xu YJ, Yip SC, Kosela S, Fitri E, Hana M, Goh SH, Sim KY. Novel cytotoxic, polyprenylated heptacyclic xanthonoids from Indonesian Garcinia gaudichaudii (Guttiferae). Org Lett. 2000;2:3945–8.
Cottiglia F, Dhanapal B, Sticher O, Heilmann J. New chromanone acids with antibacterial activity from Calophyllum brasiliense. J Nat Prod. 2004;67:537–41.
Boonnak N, Chantrapromma S, Fun HK, Yuenyongsawad S, Patrick BO, Maneerat W, Williams DE, Andersen RJ. Three types of cytotoxic natural caged-scaffolds: pure enantiomers or partial racemates. J Nat Prod. 2014;77:1562–71.
Lin P, Li S, Wang S, Yang Y, Shi J. A nitrogen-containing 3-alkyl-1,4-benzoquinone and a gomphilactone derivative from Embelia ribes. J Nat Prod. 2006;69:1629–32.
Tian J, Han C, Guo WH, Yin Y, Wang XB, Sun HB, Yao HQ, Yang Y, Wang C, Liu C, Yang MH, Kong LY. Nigegladines A-C, three thymoquinone dimers from Nigella glandulifera. Org Lett. 2017;19:6348–51.
Kim SH, Sung SH, Choi SY, Chung YK, Kim J, Kim YC. Idesolide: a new spiro compound from Idesia polycarpa. Org Lett. 2005;7:3275–7.
Liu M, Lin S, Gan M, Chen M, Li L, Wang S, Zi J, Fan X, Liu Y, Si Y, Yang Y, Chen X, Shi J. Yaoshanenolides A and B: new spirolactones from the bark of Machilus yaoshansis. Org Lett. 2012;14:1004–7.
Itharat A, Plubrukarn A, Kongsaeree P, Bui T, Keawpradub N, Houghton PJ. Dioscorealides and dioscoreanone, novel cytotoxic naphthofuranoxepins, and 1,4-phenanthraquinone from Dioscorea membranacea Pierre. Org Lett. 2003;5:2879–82.
Zhao SM, Wang Z, Zeng GZ, Song WW, Chen XQ, Li XN, Tan NH. New cytotoxic naphthohydroquinone dimers from Rubia alata. Org Lett. 2014;16:5576–9.
Wisetsai A, Lekphrom R, Boonmak J, Youngme S, Schevenels FT. Spiroaxillarone A, a symmetric spirobisnaphthalene with an original skeleton from Cyanotis axillaris. Org Lett. 2019;21:8344–8.
Chen D, Sun Z, Liu Y, Li Z, Liang H, Chen L, Xu X, Yang J, Ma G, Huo X. Eleucanainones A and B: two dimeric structures from the bulbs of Eleutherine americana with anti-MRSA activity. Org Lett. 2020;22:3449–53.
Geng CA, Jiang ZY, Ma YB, Luo J, Zhang XM, Wang HL, Shen Y, Zuo AX, Zhou J, Chen JJ. Swerilactones A and B, anti-HBV new lactones from a traditional Chinese herb: Swertia mileensis as a treatment for viral hepatitis. Org Lett. 2009;11:4120–3.
Geng CA, Wang LJ, Zhang XM, Ma YB, Huang XY, Luo J, Guo RH, Zhou J, Shen Y, Zuo AX, Jiang ZY, Chen JJ. Anti-hepatitis B virus active lactones from the traditional Chinese herb: Swertia mileensis. Chem Eur J. 2011;17:3893–903.
Chen XL, Liu HL, Li J, Xin GR, Guo YW. Paracaseolide A, first α-alkylbutenolide dimer with an unusual tetraquinane oxa-cage bislactone skeleton from Chinese mangrove Sonneratia paracaseolaris. Org Lett. 2011;13:5032–5.
Yuan T, Ding Y, Wan C, Li L, Xu J, Liu K, Slitt A, Ferreira D, Khan IA, Seeram NP. Antidiabetic ellagitannins from pomegranate flowers: inhibition of α-glucosidase and lipogenic gene expression. Org Lett. 2012;14:5358–61.
Omar M, Matsuo Y, Maeda H, Saito Y, Tanaka T. New metabolites of C-glycosidic ellagitannin from Japanese Oak Sapwood. Org Lett. 2014;16:1378–81.
Nakano H, Cantrell CL, Mamonov LK, Osbrink WLA, Ross SA. Echinopsacetylenes A and B, new thiophenes from Echinops transiliensis. Org Lett. 2011;13:6228–31.
Lavoie S, Legault J, Gauthier C, Mshvildadze V, Mercier S, Pichette A. Abibalsamins A and B, two new tetraterpenoids from Abies balsamea oleoresin. Org Lett. 2012;14:1504–7.
Kobayashi J, Suzuki H, Shimbo K, Takeya K, Morita H. Celogentins A−C, new antimitotic bicyclic peptides from the seeds of Celosia argentea. J Org Chem. 2001;66:6626–33.
Tian JM, Shen YH, Yang XW, Liang S, Tang J, Shan L, Zhang WD. Tunicyclin A, the first plant tricyclic ring cycloheptapeptide from Psammosilene tunicoides. Org Lett. 2009;11:1131–3.
Wang F, Gao Y, Zhang L, Bai B, Hu YN, Dong ZJ, Zhai QW, Zhu HJ, Liu JK. A pair of windmill-shaped enantiomers from Lindera aggregata with activity toward improvement of insulin sensitivity. Org Lett. 2010;12:3196–9.
Wang F, Gao Y, Zhang L, Liu JK. Bi-linderone, a highly modified methyl-linderone dimer from Lindera aggregata with activity toward improvement of insulin sensitivity in vitro. Org Lett. 2010;12:2354–7.
Liu BY, Zhang C, Zeng KW, Li J, Guo XY, Zhao MB, Tu PF, Jiang Y. Exotines A and B, two heterodimers of isopentenyl-substituted indole and coumarin derivatives from Murraya exotica. Org Lett. 2015;17:4380–3.
Lv HN, Wang S, Zeng KW, Li J, Guo XY, Ferreira D, Zjawiony JK, Tu PF, Jiang Y. Anti-inflammatory coumarin and benzocoumarin derivatives from Murraya alata. J Nat Prod. 2015;78:279–85.
Ma SG, Gao RM, Li YH, Jiang JD, Gong NB, Li L, Lü Y, Tang WZ, Liu YB, Qu J, Lü HN, Li Y, Yu SS. Antiviral spirooliganones A and B with unprecedented skeletons from the roots of Illicium oligandrum. Org Lett. 2013;15:4450–3.
Xu JF, Zhao HJ, Wang XB, Li ZR, Luo J, Yang MH, Yang L, Yu WY, Yao HQ, Luo JG, Kong LY. (±)-Melicolones A and B, rearranged prenylated acetophenone stereoisomers with an unusual 9-oxatricyclo[3.2.1.13,8]nonane core from the leaves of Melicope ptelefolia. Org Lett 2015;17:146–9.
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Cheng, Y., Qin, D. (2024). Other Novel Skeletal Plant Natural Products. In: Novel Plant Natural Product Skeletons. Springer, Singapore. https://doi.org/10.1007/978-981-99-7329-3_13
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