Chemical Constituents from the Twigs and Stems of Clerodendrum serratum
Abstract
The methanol extract from the twigs and stems of Clerodendrum serratum, upon chromatographic separation, yielded one new compound [bauer-9-en-3-one (1)] and three known compounds [spinasterol (2), spinasteryl-β-D-glucopyranoside (3) and sucrose (4)]. All structures were determined by 1D (1H and 13C) and 2D (COSY, HMQC and HMBC) NMR spectroscopic data. For known compounds were compared with those reported in literatures. Three compounds (1, 3 and 4) were isolated for the first time from the twigs and stems of C. serratum. Keywords : Clerodendrum serratum, Verbenaceae, triterpene, steroidReferences
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Tian, X. D., Min, Z. D., Xie, N., Lei, Y., Tian, Z. Y., Zheng, Q. T., Xu, R. N., Tanaka, T., Iinuma, M. and Mizuno, M. (1993). Abietane diterpenes from Clerodendron cyrtophyllum. Chemical Pharmaceutical Bulletin, 41 (8), 1415-1417.
Wandji, J., Tillequin, F., Mulholland, D., Wandsi, J. D., Fomum, T. Z., Fuendjiep, V., Libot, F. and Tsabang, N. (2002). Fatty acid ester of triterpeoids and steroid glycosides from Gambeya africana. Planta Medica, 68, 822-826.
Wei, X. M., Zhu, Q. X., Chen, J. C. and Cheng, D. L. (2000). Two new iridoid glucosides from Clerodendrum serratum. Gaodeng Xuexiao Huaxue Xuebao, 21 (11), 1675-1678.
Akihisa, T., Matsubara, Y., Ghosh, P., Thakur, S., Shimizu, N., Tamura, T. and Matsumoto, T. (1988). The 24- and 24β-epimers of 24-ethylcholesta-5,22-dien-3β-ol in two Clerodendrum species. Phytochemistry,
27 (4), 1169-1172.
Akihisa, T., Tamura, T., Matsumoto, T., Kokke, W. C. M. C., Ghosh, P. and Thakur, S. (1990). (22Z,24S)-Stigmasta-5,22,25-trien-3β-ol and other novel sterols from Clerodendrum scadens: first report of the isolation of a cis-22-unsaturated sterol from a higher plant. Journal of the Chemical Society, Perkin Transactions 1, 8, 2213-2218.
Barua, A. S., Chowdhury, A. and Adityachaudhury, N. (1989). Chemical investigations of Clerodendrum fragrans and Clerodendrum siphonanthus. Indian Journal of Chemistry, 28B, 878-879.
Çalis, G., Hosny, M. and Yürüker, A. (1994). Inerminosides A1, C and D, three iridoid glycosides from Clerodendrum inerme. Phytochemistry, 37 (4), 1083-1085.
Dong, X. P., Qiao, R. X., Guo, L., Xie, J. and Liu, B. (1999). The chemical constituents of Clerodendrum bungei Steud. Tianran Chanwu Yanjiu Yu Kaifa, 11 (5), 8-10.
Ganapaty, S. and Rao, D. V. (1985). Triterpenoids of the stem bark of Clerodendrum nerifolium. Indian Journal of Pharmaceutical Sciences, 47 (4), 167-168.
Gritsanapan, W., Sommanabandhu, A. and Suriyapananont, S. (1998). Gardening Herbs. Bangkok. Medical Media Printing House, 1. (in Thai)
Gunasegaran, R., Recio, M. C., Alcaraz, M. J. and Nair, A. G. R. (1993). Additional constituents from Clerodendrum indicum L. (Verbenaceae). Phamazie, 48 (2), 151-152.
Jaya, B. G., Naidu, K. C. and Ganapaty, S. (1997). Phytochemical examination of the stem of Clerodendrum serratum (L) Moon. Indian Drugs, 34 (4), 208-210.
Kojima, H., Sato, N., Hatano, A. and Ogura, H. (1990). Sterol glucosides from Prunella vulgaris. Phytochemistry, 29 (7), 2351-2355.
Leeratiwong, C. (2001). The genus Clerodendrum L. (Lemiacea) in Thailand. Master of Science Thesis in Biology, Graduate School, Khon Kaen University.
Lin, Y. L., Kuo, Y. H. and Chen, Y. L. (1989). Two new clerodane-type diterpenoids, clerodinins A and B, from Clerodendron brachyanthum Schauer. Chemical Pharmaceutical Bulletin, 37 (8), 2191-2193.
Lin, Y. L., Kuo, Y. H. and Chen, Y. L. (1989). Three new clerodane-type diterpenoids, clerodinin C, clerodinin D and clerodiol. Heterocycles, 29 (8), 1489-1495.
Nair, A. G. R., Vandaantham, T. N. C. and Kannabiran, B. (1979). Polyphenol components of Clerodendrum serratum. Current Science, 48 (10), 440-441.
Nishida, T., Enzell, C. R. and Morris, G. A. (1986). Concerted use homo- and hetero-nuclear 2D NMR: 13C and 1H assignment of sucrose octaacetate. Magnetic Resonance in Chemistry, 24 (2), 179-182.
Qi, J., Shi, R. F., Yu, J. M., Li, Y., Yuan, S. T., Yang, J. Z., Hu, J. M. and Jia, A. Q. (2016). Chemical constituents from leaves of Camellia nitidissima and their potential cytotoxicity on SGC7901 cells. Chinese Herbal Medicines, 8 (1), 80-84.
Smittinand, T. (2001). Thai plant names. Bangkok: The Forest Herbarium, Royal Forest Dept. (in Thai)
Tian, J. and Sun, H. D. (1999). Chemical constituents of Clerodendrum indicum. Tianran Chanwu Yanjiu Yu Kaifa, 11 (3), 1-5.
Tian, X. D., Min, Z. D., Xie, N., Lei, Y., Tian, Z. Y., Zheng, Q. T., Xu, R. N., Tanaka, T., Iinuma, M. and Mizuno, M. (1993). Abietane diterpenes from Clerodendron cyrtophyllum. Chemical Pharmaceutical Bulletin, 41 (8), 1415-1417.
Wandji, J., Tillequin, F., Mulholland, D., Wandsi, J. D., Fomum, T. Z., Fuendjiep, V., Libot, F. and Tsabang, N. (2002). Fatty acid ester of triterpeoids and steroid glycosides from Gambeya africana. Planta Medica, 68, 822-826.
Wei, X. M., Zhu, Q. X., Chen, J. C. and Cheng, D. L. (2000). Two new iridoid glucosides from Clerodendrum serratum. Gaodeng Xuexiao Huaxue Xuebao, 21 (11), 1675-1678.
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2018-09-14
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