Published March 31, 2022 | Version v1

A/D-rings-seco limonoids from the fruits of Aglaia edulis and their bioactivities

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Sun, Yujin, Cui, Letian, Sun, Yunpeng, Li, Qiurong, Li, Yongyi, Wang, Zefan, Xu, Wenjun, Kong, Lingyi, Luo, Jun (2022): A/D-rings-seco limonoids from the fruits of Aglaia edulis and their bioactivities. Phytochemistry (113049) 195: 1-9, DOI: 10.1016/j.phytochem.2021.113049, URL: http://dx.doi.org/10.1016/j.phytochem.2021.113049

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urn:lsid:plazi.org:pub:FFBDFFD5FFCEFFDEFFBEA05E91179B3E

References

  • Ahmed, F.R., Ng, A., Fallis, A.G., 1978. 7α -acetoxydihydronomilin: isolation, spectra, and crystal structure. Can. J. Chem. 56, 1020-1025. https://doi.org/10.1139/v78- 171.
  • An, F.L., Wang, J.S., Wang, H., Wang, X.B., Yang, M.H., Guo, Q.L., Dai, Y., Luo, J., Kong, L.Y., 2015. Cytotoxic flavonol-diamide [3+ 2] adducts from the leaves of Aglaia odorata. Tetrahedron 71, 2450-2457. https://doi.org/10.1016/j. tet.2015.02.028.
  • An, F.L., Yin, Y., Luo, J., Kong, L.Y., 2019. Highly oxygenous trichilin-type limonoids from Trichilia sinensis. Chin. J. Nat. Med. 17 https://doi.org/10.1016/S1875-5364 (19)30112-8, 0912-0917.
  • An, F.L., Xu, W.J., Yang, M.H., Luo, J., Kong, L.Y., 2020. Anti-inflammatory flavagline glycosides and putrescine bisamides from Aglaia perviridis leaves. Tetrahedron 76, 131257. https://doi.org/10.1016/j.tet.2020.131257.
  • Awang, K., Loong, X.M., Leong, K.H., Supratman, U., Litaudon, M., Mukhtar, M.P., Mohamad, K., 2012. Triterepenes and steroids from the leaves of Aglaia exima (Meliaceae). Fitoterapia 83, 1391-1395. https://doi.org/10.1016/j. fitote.2012.10.004.
  • Bennett, R.D., Hasegawa, S., 1982. 7α -Oxygenated limonoids from the Rutaceae. Phytochemistry 21, 2349-2354. https://doi.org/10.1016/0031-9422(82)85203-5.
  • Chi, J., Xu, W.J., Wei, S.S., Wang, X.B., Li, J.X., Gao, H.L., Kong, L.Y., Luo, J., 2019. Chlotrichenes A and B, two lindenane sesquiterpene dimers with highly fused carbon skeletons from chloranthus holos tegius. Org. Lett. 21, 789-792. https://doi.org/ 10.1021/acs.orglett.8b04046.
  • Fuzzati, N., Dyatmiko, W., Rahman, A., Achmad, F., Hostettmann, K., 1996. Triterpenoids, lignans and a benzofuran derivative from the bark of Aglaia elaeagnoidea. Phytochemistry 42, 1395-1398. https://doi.org/10.1016/0031-9422 (96)00130-6.
  • Jogia, M.K., Andersen, R.J., 1989. Limonoids from the Fijian medicinal plant Dysoxylumrichii. Can. J. Chem. 67, 257-260. https://doi.org/10.1139/v89-042.
  • Kadota, S., Marpaung, L., Kikuchi, T., Ekimoto, H., 1990. Constituents of the seeds of Swietenia mahagoni JACQ. III. structures of mahonin and seco -mahoganin. Chem. Pharm. Bull. 38, 1495-1500. https://doi.org/10.1248/cpb.38.1495.
  • Khalid, S.A., Duddeck, H., Gonzalez-Sierra, M., 1989. Isolation and characterization of an antimalarial agent of the neem tree Azadirachta indica. J. Nat. Prod. 52, 922-926. https://doi.org/10.1021/np50065a002.
  • Kim, S., Chin, Y.W., Su, B.N., Riswan, S., Kardono, L.B.S., Afriastini, J.J., Chai, H., Farnsworth, N.R., Cordell, G.A., Swanson, S.M., Kinghorn, A.D., 2006. Cytotoxic flavaglines and bisamides from Aglaia edulis. J. Nat. Prod. 69, 1769-1775. https:// doi.org/10.1021/np060428x.
  • Kipassa, N.T., Iwagawa, T., Okamura, H., Doe, M., Morimoto, Y., Nakatani, M., 2008. Limonoids from the stem bark of Cedrela odorata. Phytochemistry 69, 1782-1787. https://doi.org/10.1016/j.phytochem.2007.12.015.
  • Lavie, D., Levy, E.C., Zelnik, R., 1972. The constituents of Carapa guianensis Aubl. and their biogenetic relationship. Bioorg. Chem. 2, 59-64. https://doi.org/10.1016/ 0045-2068(73)90007-2.
  • MacLachlan, L.K., Taylor, D.A.H., 1982. Limonoids from Nymania capensis. Phytochemistry 21, 1701-1703. https://doi.org/10.1016/S0031-9422(82)85043-7.
  • Mitsui, K., Maejima, M., Fukaya, H., Hitotsuyanagi, Y., Takeya, K., 2004. Limonoids from Cedrela sinensis. Phytochemistry 65, 3075-3081. https://doi.org/10.1016/j. phytochem.2004.08.041.
  • Mitsui, K., Saito, H., Yamamura, R., Fukaya, H., Hitotsuyanagi, Y., Takeya, K., 2006. Hydroxylated gedunin derivatives from Cedrela sinensis. J. Nat. Prod. 69, 1310-1314. https://doi.org/10.1021/np068021f.
  • Peng, H., Caroline, M.P., 2013. Flora of China, vol. 11. Science Press, Beijing, p. 124. http ://www.iplant.cn/foc/pdf/Meliaceae.pdf.
  • Schulz, G., Victoria, C., Kirschning, A., Steinmann, E., 2021. Rocaglamide and silvestrol: a long story from anti-tumor to anti-coronavirus compounds. Nat. Prod. Rep. 38, 18-23. https://doi.org/10.1039/D0NP00024H.
  • Su, B.N., Chai, H., Mi, Q., Riswan, S., Kardono, L.B.S., Afriastini, J.J., Santarsiero, B.D., Mesecar, A.D., Farnsworth, N.R., Cordell, G.A., Swanson, S.M., Kinghorn, A.D., 2006. Activity-guided isolation of cytotoxic constituents from the bark of Aglaia crassinervia collected in Indonesia. Bioorg. Med. Chem. 14, 960-972. https://doi. org/10.1016/j.bmc.2005.09.012.
  • Wei, N., Liu, G.T., Chen, X.G., Liu, Q., Wang, F.P., Sun, H., 2011. H1, a derivative of Tetrandrine, exerts anti-MDR activity by initiating intrinsic apoptosis pathway and inhibiting the activation of Erk 1/2 and Akt 1/2. Biochem. Pharmacol. 82, 1593-1603. https://doi.org/10.1016/j.bcp.2011.08.012.
  • Wei, S.S., Chi, J., Zhou, M.M., Li, R.J., Li, Y.R., Luo, J., Kong, L.Y., 2019. Anti-inflammatory lindenane sesquiterpeniods and dimers from Sarcandra glabra and its upregulating AKT/Nrf 2/HO-1 signaling mechanism. Ind. Crop. Prod. 137, 367-376. https://doi.org/10.1016/j.indcrop.2019.05.041.
  • Xia, H.M., Li, C.J., Yang, J.Z., Ma, J., Chen, X.G., Zhang, D., Li, L., Zhang, D.M., 2014. A, D- seco -limonoids from the stems of clausena emarginata. J. Nat. Prod. 77, 784-791. https://doi.org/10.1021/np400797s.
  • Xie, B.J., Yang, S.P., Chen, H.D., Yue, J.M., 2007. Agladupols A-E, triterpenoids from Aglaia duperreana. J. Nat. Prod. 70, 1532-1535. https://doi.org/10.1021/ np0702842.
  • Yan, Y., Zhang, J.X., Huang, T., Mao, X.Y., Gu, W., He, H.P., Di, Y.T., Li, S.L., Chen, D.Z., Zhang, Y., Hao, X.J., 2015. Bioactive limonoid constituents of Munronia henryi. J. Nat. Prod. 78, 811-821. https://doi.org/10.1021/np501057f.
  • Zhang, P.P., Xue, S., Huang, W.S., Wang, C.C., Cui, Z.R., Luo, J., Kong, L.Y., 2021. Diverse prieurianin-type limonoids with oxygen-bridged caged skeletons from two Aphanamixis species: discovery and biomimetic conversion. Org. Chem. Front. 8, 566-571. https://doi.org/10.1039/D0QO01331E.