Ajugatakasins A and B, new diterpenoids from Ajuga decumbens, and feeding stimulative activity of related neoclerodane analogs toward the turnip sawfly

被引:21
作者
Amano, T [1 ]
Nishida, R [1 ]
Kuwahara, Y [1 ]
机构
[1] KYOTO UNIV, FAC AGR, PESTICIDE RES INST, SAKYO KU, KYOTO 60601, JAPAN
关键词
ajugatakasin; neoclerodane; turnip sawfly; Athalia rosae ruficornis; Ajuga decumbens;
D O I
10.1271/bbb.61.1518
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Adults of the turnip sawfly, Athalia rosae ruficornis, are strongly attracted to the leaves of Ajuga decumbens (Labiatae). Specific feeding stimulants of the sawfly were examined in the leaf surface extracts of A. decumbens. Among seven neoclerodane diterpenoids isolated from the extracts, two new analogs, ajugatakasins A and B, were characterized as 6 alpha,18-diacetoxy-1 beta,12-ditigloyloxy-4 alpha,17-epoxyneoclerod-13-en-15,16-olide and its 1 beta,12-di-(2-methylbutanoyl)-oxy analog, respectively. Among these analogs, clerodendrin D, a very minor constituent which possesses a tetrahydrofurofuran moiety, was identified as the feeding stimulant for A. rosae ruficornis, while the other analogs with an alpha,beta-unsaturated gamma-lactone moiety were found to be completely inactive in the sawfly feeding test.
引用
收藏
页码:1518 / 1522
页数:5
相关论文
共 16 条
[2]  
AWANE K, 1992, JPN J APPL ENTOMOL Z, V36, P13, DOI 10.1303/jjaez.36.13
[3]   INSECT ANTIFEEDANT ACTIVITY OF CLERODANE DITERPENOIDS AGAINST LARVAE OF SPODOPTERA-LITTORALIS (BOISD) (LEPIDOPTERA) [J].
BELLES, X ;
CAMPS, F ;
COLL, J ;
PIULACHS, MD .
JOURNAL OF CHEMICAL ECOLOGY, 1985, 11 (10) :1439-1445
[4]  
BLANEY WM, 1988, ENTOMOL EXP APPL, V46, P267, DOI 10.1007/BF00364198
[5]  
Chen HM, 1995, CHEM PHARM BULL, V43, P2253, DOI 10.1248/cpb.43.2253
[6]   ANTIFEEDANT ACTIVITY OF SOME AJUGARIN DERIVATIVES IN 3 LEPIDOPTEROUS SPECIES [J].
GEUSKENS, RBM ;
LUTEIJN, JM ;
SCHOONHOVEN, LM .
EXPERIENTIA, 1983, 39 (04) :403-404
[7]  
HERNANDEZ A, 1982, PHYTOCHEMISTRY, V21, P2909, DOI 10.1016/0031-9422(80)85066-7
[8]   ANTIFEEDING ACTIVE SUBSTANCES FOR INSECT IN PLANT [J].
HOSOZAWA, S ;
KATO, N ;
MUNAKATA, K ;
CHEN, YL .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1974, 38 (05) :1045-1048
[9]  
MIN ZD, 1989, CHEM PHARM BULL, V37, P2505, DOI 10.1248/cpb.37.2505
[10]   2 NEW NEO-CLERODANE DITERPENES IN AJUGA-DECUMBENS [J].
MIN, ZD ;
MIZUNO, M ;
WANG, SQ ;
IINUMA, M ;
TANAKA, T .
CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (11) :3167-3168