Secoorthosiphols A-C:: three highly oxygenated secoisopimarane-type diterpenes from Orthosiphon stamineus

被引:16
作者
Awale, S
Tezuka, Y
Shimoji, S
Taira, K
Kadota, S
机构
[1] Toyama Med & Pharmaceut Univ, Inst Nat Med, Toyama 9300194, Japan
[2] Okinawa Hlth Food Dev Cooperat, Okinawa 9011414, Japan
[3] Univ Ryukyus, Fac Educ, Nishihara, Okinawa 9030129, Japan
关键词
D O I
10.1016/S0040-4039(02)00037-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three new highly oxygenated 2,3-secoisopimarane-type diterpenes, named secoorthosiphols A (1). B (2) and C (3). have been isolated as extremely minor constituents from the aerial parts of the Orthosiphon stamineus from Okinawa. A unique unprecedented structural feature of such a ring A opened system in newly isolated Compounds was encountered for the first time in isopimarane-type diterpenes. Secoorthosiphol C (3) represents the first example of a biogenetically unique and unconventional secoisopimarane-type diterpene having, a cyano group. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1473 / 1475
页数:3
相关论文
共 9 条
[1]   Five novel highly oxygenated diterpenes of Orthosiphon stamineus from myanmar [J].
Awale, S ;
Tezuka, Y ;
Banskota, AH ;
Kouda, K ;
Tun, KM ;
Kadota, S .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (05) :592-596
[2]  
BWIN DM, 1967, BURMESE INDIGENOUS M, V1, P126
[3]   ORTHOSIPHOL-A AND ORTHOSIPHOL-B, NOVEL DITERPENOID INHIBITORS OF TPA (12-O-TETRADECANOYLPHORBOL-13-ACETATE)-INDUCED INFLAMMATION, FROM ORTHOSIPHON-STAMINEUS [J].
MASUDA, T ;
MASUDA, K ;
SHIRAGAMI, S ;
JITOE, A ;
NAKATANI, N .
TETRAHEDRON, 1992, 48 (33) :6787-6792
[4]  
*PT EIS IND, 1995, MED HERB IND IND, P263
[5]   Staminolactones A and B and norstaminol A:: Three highly oxygenated staminane-type diterpenes from Orthosiphon stamineus [J].
Stampoulis, P ;
Tezuka, Y ;
Banskota, AH ;
Tran, KQ ;
Saiki, I ;
Kadota, S .
ORGANIC LETTERS, 1999, 1 (09) :1367-1370
[6]   Staminol A, a novel diterpene from Orthosiphon stamineus [J].
Stampoulis, P ;
Tezuka, Y ;
Banskota, AH ;
Tran, KQ ;
Saiki, I ;
Kadota, S .
TETRAHEDRON LETTERS, 1999, 40 (22) :4239-4242
[7]   ORTHOSIPHOL D AND E, MINOR DITERPENES FROM ORTHOSIPHON-STAMINEUS [J].
TAKEDA, Y ;
MATSUMOTO, T ;
TERAO, H ;
SHINGU, T ;
FUTATSUISHI, Y ;
NOHARA, T ;
KAJIMOTO, T .
PHYTOCHEMISTRY, 1993, 33 (02) :411-415
[8]  
Tezuka Y, 2000, CHEM PHARM BULL, V48, P1711, DOI 10.1248/cpb.48.1711
[9]  
Tran K, 1970, MED PLANTS VIET NAM, P271