Diterpene glycosides and polyketides from xylotumulus gibbisporus

Ya Chih Chang, Chung Kuang Lu, Yin Ru Chiang, Guei Jane Wang, Yu Ming Ju, Yueh Hsiung Kuo, Zong-Huei Li

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Four new tetracyclic diterpene glycosides, namely, sordarins C-F (1-4), and three new γ-lactone polyketides, namely, xylogiblactones A-C (5-7), along with sordarin were isolated from the ethyl acetate extracts of the fermented broths of Xylotumulus gibbisporus YMJ863. The structures of 1-7 were elucidated on the basis of spectroscopic data analyses. The configurations of 1-4 were deduced by NOESY, molecular modeling, and comparison with the literature. The relative configurations of 5-7 were deduced by X-ray crystallographic analysis of 5. Compounds 1-5 and sordarin were evaluated in an antifungal assay using Candida albicans ATCC 18804, C. albicans ATCC MYA-2876, and Saccharomyces cerevisiae ATCC 2345, and only sordarin exhibited significant antifungal activities against these fungal strains, with MIC values of 64.0, 32.0, and 32.0 μg/mL, respectively. The effect of compounds 1-7 and sordarin on the inhibition of NO production in lipopolysaccharide-activated murine macrophages was also evaluated. Compounds 2 and sordarin inhibited NO production with IC50 values of 327.2 ± 46.6 and 157.1 ± 24.1 μM, respectively.

Original languageEnglish
Pages (from-to)751-757
Number of pages7
JournalJournal of Natural Products
Volume77
Issue number4
DOIs
Publication statusPublished - Apr 25 2014

Fingerprint

Polyketides
Diterpenes
Glycosides
Candida albicans
Molecular modeling
Candida
Macrophages
Lactones
Yeast
Inhibitory Concentration 50
Saccharomyces cerevisiae
Lipopolysaccharides
sordarin
Assays
X-Rays
X rays

ASJC Scopus subject areas

  • Drug Discovery
  • Pharmacology
  • Pharmaceutical Science
  • Analytical Chemistry
  • Organic Chemistry
  • Molecular Medicine
  • Complementary and alternative medicine

Cite this

Chang, Y. C., Lu, C. K., Chiang, Y. R., Wang, G. J., Ju, Y. M., Kuo, Y. H., & Li, Z-H. (2014). Diterpene glycosides and polyketides from xylotumulus gibbisporus. Journal of Natural Products, 77(4), 751-757. https://doi.org/10.1021/np400523k

Diterpene glycosides and polyketides from xylotumulus gibbisporus. / Chang, Ya Chih; Lu, Chung Kuang; Chiang, Yin Ru; Wang, Guei Jane; Ju, Yu Ming; Kuo, Yueh Hsiung; Li, Zong-Huei.

In: Journal of Natural Products, Vol. 77, No. 4, 25.04.2014, p. 751-757.

Research output: Contribution to journalArticle

Chang, YC, Lu, CK, Chiang, YR, Wang, GJ, Ju, YM, Kuo, YH & Li, Z-H 2014, 'Diterpene glycosides and polyketides from xylotumulus gibbisporus', Journal of Natural Products, vol. 77, no. 4, pp. 751-757. https://doi.org/10.1021/np400523k
Chang YC, Lu CK, Chiang YR, Wang GJ, Ju YM, Kuo YH et al. Diterpene glycosides and polyketides from xylotumulus gibbisporus. Journal of Natural Products. 2014 Apr 25;77(4):751-757. https://doi.org/10.1021/np400523k
Chang, Ya Chih ; Lu, Chung Kuang ; Chiang, Yin Ru ; Wang, Guei Jane ; Ju, Yu Ming ; Kuo, Yueh Hsiung ; Li, Zong-Huei. / Diterpene glycosides and polyketides from xylotumulus gibbisporus. In: Journal of Natural Products. 2014 ; Vol. 77, No. 4. pp. 751-757.
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