Deaminocolchinyl Methyl Ether: Synthesis from 2,3,4,4′‐Tetramethoxybiphenyl‐2‐carbaldehyde. Comparison of antitubulin effects of deaminocolchinyl methyl ether and dehydro analogs | Zendy

Boyé Olivier | Zendy; Itoh Yoshikuni | Zendy; Brossi Arnold | Zendy

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Deaminocolchinyl Methyl Ether: Synthesis from 2,3,4,4′‐Tetramethoxybiphenyl‐2‐carbaldehyde. Comparison of antitubulin effects of deaminocolchinyl methyl ether and dehydro analogs

Author(s) -

Boyé Olivier,

Itoh Yoshikuni,

Brossi Arnold

Publication year - 1989

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.19890720805

Subject(s) - chemistry , congener , ether , ketone , biphenyl , aldehyde , stereochemistry , methyl ketone , tricyclic , organic chemistry , catalysis

Synthesis of deaminocolchinyl methyl ether 9 was achieved from tetramethoxy‐substituted biphenyl‐2‐carb‐aldehyde 12 via tricyclic ketone 20 and 5,6‐didehydro congener 11 . Compound 9 was identical in every respect with material prepared from colchicine via 6,7‐didehydro congener 10 . Measuring inhibition of tubulin polymerization in vitro showed compounds 4 , 5 , and 9 – 11 of the alloseries of colchicinoids to be particularly potent inhibitors.

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