1580541-74-7

Basic information

• Product Name: (R)-1-[2',5'-bis(methoxymethoxy)phenyl]prop-2-en-1-ol
• Synonyms: (R)-1-[2',5'-bis(methoxymethoxy)phenyl]prop-2-en-1-ol
• CAS NO: 1580541-74-7
• Molecular Weight: 254.283
• Mol File: 1580541-74-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-1-[2',5'-bis(methoxymethoxy)phenyl]prop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-[2',5'-bis(methoxymethoxy)phenyl]prop-2-en-1-ol(1580541-74-7)
• EPA Substance Registry System: (R)-1-[2',5'-bis(methoxymethoxy)phenyl]prop-2-en-1-ol(1580541-74-7)

Safety Data

• Hazardous Substances Data: 1580541-74-7(Hazardous Substances Data)

Upstream product

• 1194-98-5 2,5-Dihydroxybenzaldehyde 
• 13709-07-4 2,5-bis(methoxymethoxy)benzaldehyde 
• 40931-14-4 ethyl (E)-3-[2,5-bis(methoxymethoxy)phenyl]prop-2-enoate 
• 1580541-70-3 (E)-3-[2,5-bis(methoxymethoxy)phenyl]prop-2-en-1-ol 
• 1580541-71-4 (E)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-enylthio}-1,3-benzothiazole 
• 1580541-72-5 (2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylthio}-1,3-benzothiazole 
• 1580541-73-6 (2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole 

Downstream Products

• 1580541-78-1 (5R,3''E)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4'',8''-dimethylnona-3'',7''-dien-1''-yl)-2(5H)-furanone 
• 1191255-15-8 (R,E)-5-(2,5-dihydroxyphenyl)-3-(4,8-dimethylnona-3,7-dien-1-yl)furan-2(5Η)-one 
• 1580541-84-9 (R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone 
• 908588-41-0 (R)-5-(2,5-dihydroxyphenyl)-3-(4-methylpent-3-en-1-yl)furan-2(5H)-one 
• 1580541-77-0 (1'R,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate 
• 1580541-82-7 (R)-[2,5-bis(methoxymethoxy)phenyl]prop-2-en-1-yl 6-methyl-2-methylidenehept-5-enoate 

Relevant articles and documents

A novel class of α-glucosidase and HMG-CoA reductase inhibitors from Ganoderma leucocontextum and the anti-diabetic properties of ganomycin I in KK-Aymice

Three new meroterpenoids, ganoleucin A-C (1–3), together with five known meroterpenoids (4–8), were isolated from the fruiting bodies of Ganoderma leucocontextum. The structures of the new compounds were elucidated by extensive spectroscopic analysis, circular dichroism (CD) spectroscopy, and chemical transformation. The inhibitory effects of 1–8 on HMG-CoA reductase and α-glucosidase were tested in vitro. Ganomycin I (4), 5, and 8 showed stronger inhibitory activity against HMG-CoA reductase than the positive control atorvastatin. Compounds 1, and 3–8 presented potent noncompetitive inhibitory activity against α-glucosidase from both yeast and rat small intestinal mucosa. Ganomycin I (4), the most potent inhibitor against both α-glucosidase and HMG-CoA reductase, was synthesized and evaluated for its in vivo bioactivity. Pharmacological results showed that ganomycin I (4) exerted potent and efficacious hypoglycemic, hypolipidemic, and insulin-sensitizing effects in KK-Aymice.

Concise Syntheses and Biological Activities of Ganomycin i and Fornicin A

The first enantioselective syntheses of ganomycin I, a meroterpenoid isolated from the Vietnamese mushroom Ganoderma colossum, and the related meroterpenoid fornicin A were accomplished. Our methodology for the total syntheses of these compounds featured the construction of the butenolide moiety by asymmetric dihydroxylation followed by Julia-Kocienski type olefin formation and ring-closing metathesis reactions. The absolute configurations of the two natural products were determined by comparisons of specific rotation. A cell-based assay of the synthetic compounds with transfected human embryonic kidney 293 tet-off (E-PR293) cells indicated that ganomycin I possesses cytotoxicity and fornicin A possesses weak anti-HIV-1 protease activity without cytotoxicity.