Vermistatin derivatives with α -glucosidase inhibitory activity from the mangrove endophytic fungus Penicillium spHN29-3B1

Planta Medica

Volumn 80, Issue 11, 2014, Pages 912-917

  Liu, Yayue ^a   Xia, Guoping ^a   Li, Hanxiang ^a   Ma, Lin ^a   Ding, Bo ^a   Lu, Yongjun ^a   He, Lei ^a   Xia, Xuekui ^b   She, Zhigang ^a  

^a SUN YAT SEN UNIVERSITY   (China)

^b QILU UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Cerbera manghas; endophytic fungus; Penicillium sp.; Trichocomaceae; vermistatin; glucosidase inhibitory activity

Indexed keywords

2'' EPIHYDROXYDIHYDROVERMISTATIN; 5' HYDROXYPENISIMPLICISSIN; 6 DEMETHYLPENISIMPLICISSIN; 6 DEMETHYLVERMISTATIN; ALPHA GLUCOSIDASE INHIBITOR; HYDROXYVERMISTATIN; METHOXYVERMISTATIN; PENISIMPLICISSIN; RESVERATROL; UNCLASSIFIED DRUG; VERMISTATIN; VERMISTATIN DERIVATIVE; 2'-EPIHYDROXYDIHYDROVERMISTATIN; 5'-HYDROXYPENISIMPLICISSIN; 6-DEMETHYLPENISIMPLICISSIN; ALPHA GLUCOSIDASE; GLYCOSIDASE INHIBITOR; PYRONE DERIVATIVE;

ARTICLE; CERBERA MANGHAS; CIRCULAR DICHROISM; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENDOPHYTIC FUNGUS; ENZYME INHIBITION; FUNGUS CULTURE; FUNGUS ISOLATION; HETERONUCLEAR MULTIPLE BOND CORRELATION; IC 50; IN VITRO STUDY; MANGROVE; MYCELIUM; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PENICILLIUM; PENICILLIUM SP. HN29-3B1; X RAY CRYSTALLOGRAPHY; X RAY DIFFRACTION; APOCYNACEAE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; ENDOPHYTE; ISOLATION AND PURIFICATION; MICROBIOLOGY;

ALPHA-GLUCOSIDASES; APOCYNACEAE; ENDOPHYTES; GLYCOSIDE HYDROLASE INHIBITORS; MOLECULAR STRUCTURE; PENICILLIUM; PYRONES; X-RAY DIFFRACTION;

EID: 84905980472     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0034-1382859     Document Type: Article

References (18)

1. Rateb M. E.; Ebel R. Secondary metabolites of fungi from marine habitats. Nat Prod Rep: 2011; 28 290 344
2. Blunt J. W.; Copp B. R.; Keyzers R. A.; Munro M. HG, Prinse M. R. Marine natural products. Nat Prod Rep: 2013; 30 237 323
3. Shen B. Polyketide biosynthesis beyond the type I, II and III polyketide synthase paradigms. Curr Opin Chem Biol: 2003; 7 285 295 (Pubitemid 36514961)
4. Staunton J.; Weissman K. J. Polyketide biosynthesis: a millennium review. Nat Prod Rep: 2001; 18 380 416 (Pubitemid 32773840)
5. Xia X. K.; Huang H. R.; She Z. G.; Cai J. W.; Lan L.; Zhang J. Y.; Fu L. W.; Vrijmoed L. LP, Lin Y. C. Structural and biological properties of vermistatin and two new vermistatin derivatives isolated from the marine-mangrove endophytic fungus Guignardia sp. No. 4382. Helv Chim Acta: 2007; 90 1925 1931 (Pubitemid 350014130)
6. Stierle A. A.; Stierle D. B.; Kelly K. Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile. J Org Chem: 2006; 71 5357 5360
7. 13C NMR assignments for 6-demethylvermistatin and two penicillide derivatives from the mangrove fungus Guignardia sp. (No. 4382) from the South China Sea. Magn Reson Chem: 2008; 46 693 696
8. Stierle A. A.; Stierle D. B.; Girtsman T. Caspase-1 inhibitors from an extremophilic fungus that target specific leukemia cell lines. J Nat Prod: 2012; 75 344 350
9. Wen L.; Cai X. L.; Xu F.; She Z. G.; Chan W. L.; Vrijmoed L. LP, Jones E. BG, Lin Y. C. Three metabolites from the mangrove endophytic fungus Sporothrix sp. (# 4335) from the South China Sea. J Org Chem: 2009; 74 1093 1098
10. Huang X. S.; Huang H. B.; Li H. X.; Sun X. F.; Huang H. R.; Lu Y. J.; Lin Y. C.; Long Y. H.; She Z. G. Asperterpenoid A, a new sesterterpenoid as an inhibitor of Mycobacterium tuberculosis protein tyrosine phosphatase B from the culture of Aspergillus sp. 16-5c. Org Lett: 2013; 15 721 723
11. Xiao Z. E.; Huang H. R.; Shao C. L.; Xia X. K.; Ma L.; Huang X. S.; Lu Y. J.; Lin Y. C.; Long Y. H.; She Z. G. Asperterpenols A and B, new sesterterpenoids isolated from a mangrove endophytic fungus Aspergillus sp. 085242. Org Lett: 2013; 15 2522 2525
12. Xia X. K.; Li Q.; Li J.; Shao C. L.; Zhang J. Y.; Zhang Y. G.; Liu X.; Lin Y. C.; Liu C. H.; She Z. G. Two new derivatives of griseofulvin from the mangrove endophytic fungus Nigrospora sp. (1403) from Kandelia candel (L.) Druce. Planta Med: 2011; 77 1375 1378
13. Fuska J.; Fuskova A.; Nemec P. Vermistatin, an antibiotic with cytotoxic effects, produced from Penicillium vermiculatum. Biologia (Bratislava): 1979; 34 735 739
14. Komai S.; Hosoe T.; Itabashi T.; Nozawa K.; Yaguchi T.; Fukushima K.; Kawai K. New penicillide derivatives isolated from Penicillium simplicissimum. Heterocycles: 2005; 65 2771 2776
15. Flack H. D. On enantiomorph-polarity estimation. Acta Crystallogr A: 1983; 39 876 881
16. Ge H. M.; Shen Y.; Zhu C. H.; Tan S. H.; Ding H.; Song Y. C.; Tan R. X. Penicidones A-C, three cytotoxic alkaloidal metabolites of an endophytic Penicillium sp. Phytochemistry: 2008; 69 571 576
17. Wang Q. X.; Bao L.; Yang X. L.; Guo H.; Yang R. N.; Ren B.; Zhang L. X.; Dai H. Q.; Guo L. D.; Liu H. W. Polyketides with antimicrobial activity from the solid culture of an endolichenic fungus Ulocladium sp. Fitoterapia: 2012; 83 209 214
18. Du Z. Y.; Liu R. R.; Shao W. Y.; Mao X. P.; Ma L.; Gu L. Q.; Huang Z. S.; Chan A. SC. α -Glucosidase inhibition of natural curcuminoids and curcumin analogs. Eur J Med Chem: 2006; 41 213 218