Synthesis of potential buprenorphine intermediates by selective microbial N- and O-demethylation

被引：7
|
作者：
Abel, AM
Carnell, AJ [1 ]
Davis, JA
Paylor, M
机构：
[1] Univ Liverpool, Robert Robinson Labs, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[2] Reckitt Benckiser, Kingston Upon Hull HU8 7DS, N Humberside, England
来源：
BIOTECHNOLOGY LETTERS | 2002年 / 24卷 / 15期
关键词：
buprenorphine; Cunninghamella; demethylation;
D O I：
10.1023/A:1016218211300
中图分类号：
Q81 [生物工程学（生物技术）]; Q93 [微生物学];
学科分类号：
071005 ; 0836 ; 090102 ; 100705 ;
摘要：
A group of filamentous fungi from the genus Cunninghamella have been identified as potential biocatalysts in the generation of potential buprenorphine intermediates. A simple batch fermentation procedure results in the formation of dealkylated alkaloid compounds that are readily available for analysis and further chemical modification.
引用
收藏
页码：1291 / 1294
页数：4
相关论文
共 50 条
  • [1] Synthesis of potential buprenorphine intermediates by selective microbial N- and O-demethylation
    Anthony M. Abel
    Andrew J. Carnell
    J. Alf Davis
    Michael Paylor
    Biotechnology Letters, 2002, 24 : 1291 - 1294
  • [2] The synthesis of buprenorphine intermediates by regioselective microbial N- and O-demethylation reactions using Cunninghamella echinulata NRRL 1384
    Abel, AM
    Carnell, AJ
    Davis, JA
    Paylor, M
    ENZYME AND MICROBIAL TECHNOLOGY, 2003, 33 (05) : 743 - 748
  • [3] Enzyme Screening and Engineering for N- and O-Demethylation: Key Steps in the Synthesis of Buprenorphine
    Carvalho, Alexandra T. P.
    Dourado, Daniel F. A. R.
    Spratt, Jenny
    Caswell, Jill M.
    Skvortsov, Timofey
    Quinn, Derek J.
    Carey, John S.
    Moody, Thomas S.
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2024, 28 (03) : 729 - 737
  • [4] SELECTIVE O-DEMETHYLATION OF PAPAVERINE
    BROSSI, A
    TEITEL, S
    JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (05): : 1684 - &
  • [5] Synthesis of Nororipavine and Noroxymorphone via N- and O-Demethylation of Iron Tricarbonyl Complex of Thebaine
    Machara, Ales
    Endoma-Arias, Mary Ann A.
    Cisarova, Ivana
    Cox, D. Phillip
    Hudlicky, Tomas
    SYNTHESIS-STUTTGART, 2016, 48 (12): : 1803 - 1813
  • [6] Improved Synthesis of Buprenorphine from Thebaine and/or Oripavine via Palladium-Catalyzed N-Demethylation/Acylation and/or Concomitant O-Demethylation
    Machara, Ales
    Werner, Lukas
    Endoma-Arias, Mary Ann
    Cox, D. Phillip
    Hudlicky, Tomas
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (04) : 613 - 626
  • [7] METABOLIC N-DEMETHYLATION AND O-DEMETHYLATION OF CODEINE
    DUQUETTE, PH
    CRANKSHAW, DL
    FEDERATION PROCEEDINGS, 1980, 39 (03) : 523 - 523
  • [8] COMPARATIVE STUDIES ON HEPATIC N-DEMETHYLATION AND O-DEMETHYLATION
    OHTSUJI, H
    IMAMURA, T
    IKEDA, M
    JAPANESE JOURNAL OF PHARMACOLOGY, 1972, 22 (04): : 561 - &
  • [9] Microbial O-demethylation of sinesetin and antimutagenic activity of the metabolite
    Okuno, Y
    Miyazawa, M
    JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 2006, 81 (01) : 29 - 33
  • [10] STUDIES ON MORPHINE TOLERANCE IN MICE .I. IN VIVO N-DEMETHYLATION OF MORPHINE AND N- AND O-DEMETHYLATION OF CODEINE
    ADLER, TK
    JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 1967, 156 (03): : 585 - &
12345