Six novel diarylheptanoids bearing chalcone or flavanone moiety from the seeds of Alpinia blepharocalyx

Tetrahedron

Volumn 53, Issue 23, 1997, Pages 7833-7842

  Prasain, Jeevan Kumar ^a   Tezuka, Yasuhiro ^a   Li, Jian Xin ^a   Tanaka, Ken ^b   Basnet, Purusotam ^a   Dong, Hui ^c   Namba, Tsuneo ^a   Kadota, Shigetoshi ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

^b NATIONAL RESEARCH INSTITUTE OF POLICE SCIENCE   (Japan)

^c CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CHALCONE DERIVATIVE; FLAVANONE DERIVATIVE; NITRIC OXIDE;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IMMUNOMODULATION; IN VITRO STUDY; MACROPHAGE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYTOCHEMISTRY; PLANT SEED; PRIORITY JOURNAL; STEREOCHEMISTRY;

ALPINIA BLEPHAROCALYX; ANIMALIA; BLEPHAROCALYX; MURINAE;

EID: 0030915895     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00474-2     Document Type: Article

References (15)

1. a) Hikino, H.; Kiso, Y.; Kato, N.; Hamada, Y.; Shioiri, T.; Aiyama, R.; Itokawa, H.; Kiuchi, F.; Sankawa, U. J. Ethnopharmacol. 1985, 14, 31-39.
2. b) Ammon, H. P. T.; Anazodo, M. I.; Safayhi, H.; Dhawan, B. N.; Srimal, R. C. PlantaMed. 1992, 58, 226.
3. c) Shiobara, Y.; Asakawa, Y.; Kodama, M.; Yasudo, K.; Takemoto, T. Phytochemistry 1985, 24, 2629-2633.
4. Kadota, S.; Hui, D.; Basnet, P.; Prasain, J. K.; Xu, G-J.; Namba, T. Chem. Pharm. Bull 1994, 42, 2647-2649.
5. In the communication (reference 2), calyxin B and epicalyxin B were supposed to be stereoisomers at C-3. However, detailed examination on their absolute configurations led to the conclusion that they are stereoisomers at C-7.
6. Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
7. Latypov, S. K.; Seco, J. M.; Quinoa, E.; Riguera, R. J. Org. Chem. 1996, 61, 8569-8577.
8. The typical coupling constants between 8″-H2 and 9″-H in flavanone are 12 and 4 Hz. Kuroyanagi, M.; Noro, T.; Fukushima, S.; Aiyama, R.; Ikuta, A.; Itokawa, H.; Morita, M. Chem. Pharm. Bull. 1983, 31, 1544-1550.
9. The typical coupling constants between 8″-H2 and 9″-H in β-methoxydihydrochalcone are 8 and 5 Hz. Mahmoud, E. N.; Waterman, P. G. Phytochemistry 1985, 24, 369-371.
10. a) Itokawa, H.; Morita, H.; Midorikawa, I.; Aiyama, R.; Morita, M. Chem. Pharm. Bull. 1985, 33, 4889-4893.
11. b) Kikuzaki, H.; Usuguchi, J.; Nakatani, N. Chem. Pharm. Bull. 1991, 39, 120-122.
12. c) Kikuzaki, H.; Tsai, S.-M.; Nakatani, N. Phytochemistry 1992, 31, 1783-1786.
13. d) Jurgens, T. M.; Frazier, E. G.; Schaeffer, J. M.; Jones, T. E.; Zink, D. L.; Borris, R. P.; Nanakorn, W.; Beck, H. T.; Balick, M. J. J. Nat. Prod. 1994, 57, 230-235.
14. a) Sakaguchi, S.; Furusawa, S., Yokota, K., Sasaki, K.; Takayanagi, Y. Biol. Pharm. Bull. 1995, 18, 621-623.
15. b) Król, W.; Czuba, Z. P.; Threadgill, M. D.; Cunningham, B. D. M.; Pietsz, G. Biochem. Pharmacol. 1995, 50, 1031-1035.