Glisoprenin D

Glisoprenin D

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Category Enzyme inhibitors
Catalog number BBF-01256
CAS
Molecular Weight 737.14
Molecular Formula C45H84O7

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Description

It is produced by the strain of Gliocladium roseum HA190-95. It is a cholesterol acyltransferase (ACAT) inhibitor, and it can inhibit the formation of Appressorium on the hydrophobic surface of Magnaporthegrisea.

Specification

IUPAC Name (2E,6E,10E,14E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14-tetraene-1,19,23,27,31,34,35-heptol
Canonical SMILES CC(=CCCC(=CCCC(=CCCC(=CCO)C)C)C)CCCC(C)(CCCC(C)(CCCC(C)(CCCC(C)(CCC(C(C)(C)O)O)O)O)O)O
InChI InChI=1S/C45H84O7/c1-36(18-11-19-37(2)21-13-23-39(4)26-35-46)20-12-22-38(3)24-14-27-42(7,49)28-15-29-43(8,50)30-16-31-44(9,51)32-17-33-45(10,52)34-25-40(47)41(5,6)48/h18,21-22,26,40,46-52H,11-17,19-20,23-25,27-35H2,1-10H3/b36-18+,37-21+,38-22+,39-26+
InChI Key NWNDDBQOCUDCDV-QYOQUFJESA-N

Properties

Appearance Colorless Oily Matter
Antibiotic Activity Spectrum Fungi
Solubility Soluble in Methanol, Chloroform

Reference Reading

1. New verticillin and glisoprenin analogues from gliocladium catenulatum, a mycoparasite of aspergillus flavus sclerotia
BK Joshi, JB Gloer, DT Wicklow J Nat Prod. 1999 May;62(5):730-3. doi: 10.1021/np980530x.
Four new compounds (1-4) have been isolated from solid-substrate fermentation cultures of the sclerotial mycoparasite Gliocladium catenulatum. The structures of verticillins D (1), E (2), and F (3) were assigned on the basis of MS and NMR data and chemical derivatization. The structure of glisoprenin F (4) was assigned by analysis of MS and NMR results, and comparison of its spectral data to those of the known compound glisoprenin D (6).
2. Glisoprenins C, D and E, new inhibitors of appressorium formation in Magnaporthe grisea, from cultures of Gliocladium roseum. 1. Production and biological activities
E Thines, F Eilbert, H Anke, O Sterner J Antibiot (Tokyo). 1998 Feb;51(2):117-22. doi: 10.7164/antibiotics.51.117.
Glisoprenins C, D, and E, new glisoprenin derivatives, were isolated together with glisoprenin A from submerged cultures of the deuteromycete Gliocladium roseum HA190-95. All glisoprenins inhibited appressorium formation in Magnaporthe grisea on inductive (hydrophobic) surfaces. The compounds exhibited moderate cytotoxic, but no antifungal, antibacterial or phytotoxic activities.

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