A new prenylated indole derivative from endophytic actinobacteria Streptomyces sp. neau-D50.
A new prenylated indole derivative 3-acetonylidene-7-prenylindolin-2-one (1) was isolated from the endophytic actinobacterium Streptomyces sp. neau-D50, together with four known hybrid isoprenoids, 7-isoprenylindole-3-carboxylic acid (2), 3-cyanomethyl-6-prenylindole (3), 6-isoprenylindole-3-carboxylic acid (4) and 7,4'-dihydroxy-5-methoxy-8-(γ,γ-dimethylallyl)-flavanone (5). The structures of these compounds were elucidated on the basis of extensive spectroscopic analysis and comparison with data from the literature. Compounds 1 and 2 demonstrated strong cytotoxic activities against human lung adenocarcinoma cell line A549 with an IC50 of 3.3 and 5.1 μg mL(- 1), respectively, which are comparable to that of the positive control doxorubicin (4.2 μg mL(- 1)). Furthermore, compounds 1-4 exhibited potent antifungal activity against phytopathogenic fungi Colletotrichum orbiculare, Phytophthora capsici, Corynespora cassiicola and Fusarium oxysporum.
a School of Life Science, Life Science & Biotechnology Research Center, Northeast Agricultural University , Harbin 150030 , People's Republic of China.
Ji
J
Zhang
Ji-Dong
JD
Wang
Chong-Xi
CX
Liu
Jia-Hui
JH
Yuan
Xiang-Jing
XJ
Wang
Wen-Sheng
WS
Xiang
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020231:Colletotrichum / Q000187:drug effects; D005670:Fusarium / Q000187:drug effects; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007211:Indoles; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010838:Phytophthora / Q000187:drug effects; D010935:Plant Diseases / Q000382:microbiology; D018517:Plant Roots / Q000382:microbiology; D054876:Prenylation; D013025:Glycine max / Q000382:microbiology; D013302:Streptomyces / Q000737:chemistry*
C000591464:3-acetonylidene-7-prenylindolin-2-one; C471252:6-prenylindole; D000935:Antifungal Agents; D026121:Indole Alkaloids; D007211:Indoles