Colletoindole A from the Mangrove Plant Endophytic Fungus Colletotrichum tropicale SCSIO 41022

Abstract

A new indole derivative colletoindole A (1), along with two new indole derivatives (2 and 3) and one known compound acropyrone (4) were isolated from cultures of Colletotrichum tropicale SCSIO 41022 derived from a mangrove plant Kandelia candel. The structures of 1–4 were determined by analysis of NMR and MS data. The cytotoxicity of 1, 2 and 4, and the COX‐2 inhibitory activity of 1 and 2 were evaluated.

Secondary metabolites from mangrove-associated fungi: source, chemistry and bioactivities

“…Various mangrove fungi of the genera Aspergillus , Colletotrichum , Diaporthe , Emericella , Eurotium , Fusarium , Meyerozyma and Penicillium produce indole and isoindole alkaloids with a plethora of biologically active, including diaporisoindoles A–E ( 1189–1193 ), 164,257 (3 R )-5,7-dihydroxy-3-methylisoindolin-1-one ( 1194 ), 425 1-(3-indolyl)-2 R ,3-dihydroxypropan-1-one ( 1195 ), 85 arecine ( 1196 ), 426 meyeroguillines A–D ( 1197–1200 ), 196,427 (3 aR ,8 aR )-3 a -acetoxyl-1,2,3,3 a ,8,8 a -hexahydropyrrolo-[2,3- b ]indol ( 1201 ), 428 (+)-asperglactam A ( 1202 ), 346 (−)-asperglactam A ( 1203 ), 346 2-(2-methyl-3-en-2-yl)-1 H -indole-3-carbaldehyde ( 1204 ), 83 (2,2-dimethylcyclopropyl)-1 H -indole-3-carbaldehyde ( 1205 ), 83 emerimidines A ( 1206 ) and B ( 1207 ), 397 brocaeloid C ( 1208 ), 410 colletoindole A ( 1209 ), 429 2-acetyl-1,2,3,4-tetrahydro-β-carboline ( 1210 ). 413 It's noted that various prenylated indole alkaloids with bicyclo[2.2.2]diazaoctane core ring system were discovered from mangrove fungi, mainly Penicillium and Aspergillus , consist of penioxamide A ( 1211 ), 430 mangrovamide A–G ( 1212–1218 ), 108,431 paraherquamide J ( 1219 ), 432 6- epi -stephacidin A ( 1220 ), N -hydroxy-6- epi -stephacidin A ( 1221 ), and 6- epi -avrainvillamide ( 1222 ).…”