CYTOCHALASINS - STRUCTURE-ACTIVITY-RELATIONSHIPS

被引:56
作者
BOTTALICO, A
CAPASSO, R
EVIDENTE, A
RANDAZZO, G
VURRO, M
机构
[1] UNIV BASILICATA,IST CHIM,I-85100 POTENZA,ITALY
[2] UNIV NAPOLI,IST CHIM AGRARIA,I-80055 PORTICI,ITALY
关键词
antibiotics; Ascochyta heteromorpha; cytochalasin A and B derivatives; cytochalasins; fungicides; mycotoxins; phytotoxins; structure-activity relationships;
D O I
10.1016/0031-9422(90)89018-5
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
Seven cytochalasins, 17-O-acetylcytochalasin A and two derivatives of cytochalasin B were assayed for Pseudomonas syringae, Bacillus megaterium, and for Geotrichum candidum. Their ability to inhibit the growth of tomato seedlings and their toxicity to brine shrimp (% larvae mortality were also investigated. Among the compounds assayed only cytochalasin A showed antibiotic and fungicidal activity. Toxicity to tomato seedlings was exhibited by both [14]- and [11]-macrocyclic cytochalasans, while the activity decreased in the derivatives acetylated on the 7-hydroxy group and markedly in cytochalasin E. In the brine shrimp bioassay, cytochalasin E was the most active mycotoxin, but generally, at low concentrations, the cytochalasins with the [11]-macrocyclic ring were more active than those with the [14]-macrocyclic ring; cytochalasin A appeared to be the most toxic. © 1990.
引用
收藏
页码:93 / 96
页数:4
相关论文
共 17 条
[1]  
ALDRIDGE DC, 1967, J CHEM SOC C, P1668
[2]   CYTOCHALASANS - NEW CLASS OF BIOLOGICALLY-ACTIVE MICROBIAL METABOLITES [J].
BINDER, M ;
TAMM, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1973, 12 (05) :370-380
[3]   STRUCTURE TOXICITY RELATIONSHIPS OF THE EREMOPHILANE PHOMENONE AND PR-TOXIN [J].
CAPASSO, R ;
IACOBELLIS, NS ;
BOTTALICO, A ;
RANDAZZO, G .
PHYTOCHEMISTRY, 1984, 23 (12) :2781-2784
[4]   ISOLATION OF CYTOCHALASIN-A AND CYTOCHALASIN-B FROM ASCOCHYTA-HETEROMORPHA [J].
CAPASSO, R ;
EVIDENTE, A ;
RANDAZZO, G ;
RITIENI, A ;
BOTTALICO, A ;
VURRO, M ;
LOGRIECO, A .
JOURNAL OF NATURAL PRODUCTS, 1987, 50 (05) :989-990
[5]   ASCOCHALASIN, A NEW CYTOCHALASIN FROM ASCOCHYTA-HETEROMORPHA [J].
CAPASSO, R ;
EVIDENTE, A ;
RITIENI, A ;
RANDAZZO, G ;
VURRO, M ;
BOTTALICO, A .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (03) :567-571
[6]  
Cole R. J., 1981, HDB TOXIC FUNGAL MET, P264
[7]  
DELABROUHE DT, 1986, AGRONOMIE, V6, P195
[8]  
EPPLEY RM, 1974, J ASSOC OFF ANA CHEM, V57, P618
[9]  
Mehlman MA., 1977, MYCOTOXINS HUMAN ANI, P559
[10]  
MINATO H, 1973, CHEM PHARM BULL, V21, P2268