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New Polyketides from Endophytic Diaporthe sp. XZ‐07
Author(s) -
Yuan Lin,
Lin Xiang,
Zhao PeiJi,
Ma Juan,
Huang YaoJian,
Shen YueMao
Publication year - 2009
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200800416
Subject(s) - chemistry , hela , stereochemistry , bromide , strain (injury) , two dimensional nuclear magnetic resonance spectroscopy , plant use of endophytic fungi in defense , in vitro , organic chemistry , botany , biochemistry , medicine , biology
Four new polyketides, namely rel ‐(2 R ,3 S ,4 R ,5 R )‐4‐ethyltetrahydro‐3‐methyl‐5‐propylfuran‐2,3‐diol ( 1 ), methyl 5‐[(1 R )‐1‐hydroxyethyl]‐ γ ‐oxofuran‐2‐butanoate ( 2 ), butyl 5‐[(1 R )‐1‐hydroxyethyl]‐ γ ‐oxofuran‐2‐butanoate ( 3 ), and 3,4‐dihydro‐5′‐[(1 R )‐1‐hydroxyethyl][2,2′‐bifuran]‐5(2 H )‐one ( 4 ), together with three known ones, 5‐[(1 R )‐1‐hydroxethyl)‐ γ ‐oxofuran‐2‐butanoic acid ( 5 ), phomopsolide B ( 6 ), and (2 S ,3 S )‐3,6‐dihydro‐6‐oxo‐2‐[(1 E )‐2‐{(4 S ,5 S )‐2,2,5‐trimethyl‐1,3‐dioxolan‐4‐yl]ethenyl}‐2 H ‐pyran‐3‐yl (2 E )‐2‐methylbut‐2‐enoate ( 7 ), were isolated from the submerged cultures of the endophytic fungal strain Diaporthe sp. XZ‐07 of Camptotheca acuminate. The structures of the new compounds were established by 1D‐ and 2D‐NMR and MS data and by Mosher 's method. Compound 6 significantly inhibited the growth of human‐tumor HeLa cells with an IC 50 of 5.7 μg/ml by the MTT assay (MTT=3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide).