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DOI: 10.1055/s-2003-43219
© Georg Thieme Verlag Stuttgart · New York
Constituents from the Stems of Goniothalamus griffithii
This work was supported by the National Science Foundation of China (Grant No. 39 770 089) and the Applied and Basic Research Foundation of Yunnan province (Grant No. 97B038q)Publication History
Received: January 8, 2003
Accepted: April 18, 2003
Publication Date:
04 November 2003 (online)
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Abstract
A new cyclopeptide, grifficyclocin A (1), and a new aporphine alkaloid, griffinin (2) were isolated together with two known styryllactones from the stems of Goniothalamus griffithii. Their structures were identified spectroscopically and chemically. Among them, the griffinin (2) was isolated as the enol form in two tautomers, and the two known styryllactones, goniothalamin (3) and 8-O-acetylgoniotriol (4), showed selective in vitro antitumor activities.
Key words
Goniothalamus griffithii - Annonaceae - cyclopeptide - grifficyclocin A - griffinin - styryllactone
References
- 1 Airy-Shaw H K. A Dictionary of the Flowering Plants and Ferns. 7th Edition Cambridge; Cambridge University Press 1966: p. 48
- 2 Jewers K, Davis J B, Dougan J, Manchanda A H. Goniothalamin and its distribution in four Goniothalamaus species. Phytochemistry. 1972; 11 2025-30
- 3 Talapatra S K, Basu K, Goswami T DS. Structure and stereochemistry of four new 5,6-dihydro-2-pyrones from Goniothalamus sesquipedalis and Goniothalamus griffithii . Indian J Chem. 1985; 24B 29-34
- 4 Alali F Q, Liu X X, McLaughlin J L. Annonaceous acetogenins: Recent progress. J Nat Prod. 1999; 62 504-40
- 5 Fang X P, Anderson J E, Chang C J. Two new styryllactones, 9-deoxygoniopypyrone and 7-epi-goniofufurone, from Goniothalamus giganteus . J Nat Prod. 1999; 54 1034-43
- 6 Hu Z B, Liao S X, Mao S L, Zhu H P. Structural elucidation of gonioffithine I from Goniothalamus griffithii Hook F. et Thoms. Acta Pharm Sin. 2000; 35 277-8
- 7 Chen S B, Yu J G. The chemical constituents in the stem of Goniothalamus griffithii . Acta Bot Sin. 1999; 41 330-3
- 8 Hu Z B, Liao S X, Mao S L, Zhu H P, Xu S, Liang H Q. Studies on the chemical constituents of Goniothalamus griffithii Hook F. et Thoms. Acta Pharm Sin. 1999; 34 132-4
- 9 Li C M, Mu Q, Sun H D, Xu B, Tang W D, Zhen H L, Tao G D. A new anti-cancer constituent of Goniothalamus cheliensis . Acta Bot Yunnan. 1999; 20 102-4
- 10 Fang X P, Anderon J E, Chang C J, Fanwick P E, Mclaughlin J L. Novel bioactive styryl-lactones: goniofufurone, goniopypyrone, and 8-acetylgoniotriol from Goniothalamus giganteus (Annonaceae). X-Ray molecular structure of goniofufurone and of goniopypyrone. J Chem Soc, Perkin Trans I 1990: 1655-61
- 11 Zhang Y J, Kong M, Chen R Y, Yu D Q. Alkaloids from the roots of Goniothalmus griffithii . J Nat Prod. 1999; 62 1050-2
- 12 Talapatra B, Deb T, Talapatra S K. Isolation of pinocembrin from Goniothalmus griffithii and its biomimetic synthesis. Indian J Chem. 1985; 8 561
- 13 Cong P Z. The application of EIMS spectrum in natural products. 1th Edition Beijing; Sciences press 1992: p. 450
- 14 Westerman P W, Gunasekera S P, Uvais M, Sultanbawa S, Kazauskas R. Carbon-13 NMR study of naturally occuring xanthones. Org Mag Res. 1976; 9 613-36
- 15 Carmichael J, DeGraff W C, Gazdar A F. et al . Evaluation of a tetrazolium-based semiautomated colorimetric assay: Assessment of chemosensitivity. Cancer Res. 1987; 47 936
- 16 Li C M, Tan N H, Mu Q, Zhen H L, Sun H D, Liang H L, Zhou J, Hao X J. Cyclopeptide from the seeds of Annona muricata . Phytochemistry. 1998; 48 555-6
- 17 Gerard J, Haden P, Kelly M T, Andersen R J, Lolatin B. A cyclic decapeptide antibiotic produced in culture by a tropical marine bacterium. Tetrahedron Lett. 1998; 37 7201-4
- 18 Fessenden R J, Fessenden J S. Organic Chemistry. 4th Edition California; Brooks/Cole Publishing Company 1990: pp. 565-6
Dr. Qing Mu
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