Trigochilides a and b, two highly modified daphnane-type diterpenoids from trigonostemon chinensis

Organic Letters

Volumn 11, Issue 18, 2009, Pages 4080-4083

  Chen, Hua Dong ^a   He, Xiu Feng ^a   Ai, Jing ^a   Geng, Mei Yu ^a   Yue, Jian Min ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; DITERPENE; HERBACEOUS AGENT; LACTONE;

ARTICLE; CELL PROLIFERATION; CELL STRAIN K 562; CHEMISTRY; CLASSIFICATION; DRUG EFFECT; DRUG SCREENING; EUPHORBIA; HELA CELL; HUMAN; PLANT LEAF; STRUCTURE ACTIVITY RELATION; TUMOR CELL CULTURE; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; DITERPENES; DRUG SCREENING ASSAYS, ANTITUMOR; DRUGS, CHINESE HERBAL; EUPHORBIACEAE; HELA CELLS; HUMANS; K562 CELLS; LACTONES; PLANT LEAVES; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 70349151375     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901506x     Document Type: Article

References (20)

1. Chen, S. K.; Chen, B. Y.; Li, H. In Flora of China (Zhongguo Zhtwu Zhi); Science Press: Beijing, 1997; Vol.44 (2), pp 162-163.
2. Jayasuriya, H.; Zink, D. L.; Singh, S. B.; Bonis, R. P.; Nanakorn, W.; Beck, H. T.; Balick, M. J.; Goetz, M. A.; Slayton, L.; Gregory, L.; Zakson-Aiken, M.; Shoop, W.; Singh, S. B. J. Am. Chem. Soc. 2000, 122, 4998-4999,
3. (a) Jayasuriya, H.; Zink, D. L.; Borris, R. P.; Nanakorn, W.; Beck, H. T.; Balick, M. J.; Goetz, M. A.; Gregory, L.; Shoop, W. L.; Singh, S. B. Nat. Prod. 2004, 67, 228-231.
4. (b) Soonthornchareonnon, N.; Sakayarojkul, M.; Isaka, M.; Mahakittikun, V.; Chuakul, W.; Wongsinkongman, P. Chem. Pharm. Bull. 2005, 53, 241-243.
5. (c) Tempeam, A.; Thasana, N.; Pavaro, C.; Chuakul, W.; Siripong, P.; Ruchirawat, S. Chem. Pharm. Bull. 2005, 53, 1321-1323.
6. Kanchanapoom, T.; Kasai, R.; Chumsri, P.; Kraisintud, K.; Yamasakia, K. Tetrahedron Lett. 2002, 43, 2941-2943.
7. Yin, S.; Su, Z. S.; Zhou, Z. W.; Dong, L.; Yue, J. M. J. Nat. Prod. 2008, 71, 1414-1417.
8. (a) Kokpol, U.; Thebpatiphat, S.; Boonyaratavej, S.; Chedchuskulcai, V.; Ni, C. Z.; Clardy, J.; Chaichantipyuth, C.; Chittawong, V.; Miles, D. H. ¿ J. Nat. Prod. 1990, 53, 1148-1151.
9. (b) Hu, X. J.; Wang, Y. H.; Kong, L. Y.; He, H. P.; Gao, S.; Liu, H. Y.; Ding, J.; Xie, H.; Di, Y. T.; Hao, X. J. Tetrahedron Lett. 2009, 50, 2917-2919.
10. Trigochilide A (1): white amorphous powder; [α]21D +97 (c 0.100, MeOH);
11. max (log e) 256.6 (4.59) nm;
12. -1;
13. 3, 100 MHz)
14. +; EIMS m/z 138 (56), 121 (92), 105 (100), 77 (63);
15. 14Na, 853.3411).
16. 21D -31 (c 0.165, MeOH);
17. max (log e) 302.2 (4.05) nm;
18. -1;
19. 3, 100 MHz) see Table 1; EIMS m/z 122 (89), 105 (100), 77 (57), 51 (16);
20. 11Na, 717.3251).