Literature DB >> 568911

Microbial transformations of natural antitumor agents: O-demethylation of vindoline by Sepedonium chrysospermum.

G S Wu, T Nabih, L Youel, W Peczynska-Czoch, J P Rosazza.   

Abstract

Vindoline (1a) was transformed to O-demethylvindoline (1b) by Sepedonium chrysospermum ATCC 13378 in 33% yield. Thin-layer and high-pressure liquid chromatographic methods distinguished 1b from previously reported microbial metabolites of vindoline. The structural proof of 1b was based on its mass spectral fragmentation pattern and on its chemical and nuclear magnetic resonance spectral properties.

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Year:  1978        PMID： 568911      PMCID： PMC352513          DOI： 10.1128/AAC.14.4.601

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN： 0066-4804            Impact factor:   5.191


  10 in total

1.  Microbial transformations of natural antitumor agents. IV. Formation of N-(2)-nor-d-tetrandrine by Cunninghamella blakesleeana (ATCC 8688a).

Authors:  P J Davis; D R Wiese; J P Rosazza
Journal:  Lloydia       Date:  1977 May-Jun

2.  Vince alkaloids XXXIV). Preparation of des-Na-methyl-vindoline by microbiological conversion of vindoline, a major alkaloid from Vinca rosea L.

Authors:  N Neuss; D S Fukuda; D R Brannon; L L Huckstep
Journal:  Helv Chim Acta       Date:  1974       Impact factor: 2.164

3.  Microbial transformations of antitumor compounds. 1. Conversion of acronycine to 9-hydroxyacronycine by Cunninghamella echinulata.

Authors:  R E Betts; D E Walters; J P Rosazza
Journal:  J Med Chem       Date:  1974-06       Impact factor: 7.446

4.  Vinca alkaloids. XXXII. Microbiological conversions of vindoline, a major alkaloid from Vinca rosea L.

Authors:  N Neuss; D S Fukuda; G E Mallett; D R Brannon; L L Huckstep
Journal:  Helv Chim Acta       Date:  1973-07       Impact factor: 2.164

5.  Microbial transformations of natural antitumor agents. 2. Studies with d-tetrandrine and laudanosine.

Authors:  P J Davis; J P Rosazza
Journal:  J Org Chem       Date:  1976-07-23       Impact factor: 4.354

6.  Mechanisms of steroid oxidation by microorganisms. XI. Enzymatic cleavage of the pregnane side chain.

Authors:  M A Rahm; C J Sih
Journal:  J Biol Chem       Date:  1966-08-10       Impact factor: 5.157

7.  Microbial transformation of aspidospermine.

Authors:  S K Lin; M Tin-Wa; E H Taylor
Journal:  J Pharm Sci       Date:  1975-12       Impact factor: 3.534

8.  Microbial transformations of natural antitumor agents. 3. Conversion of thalicarpine to (+)-hernandalinol by Streptomyces punipalus.

Authors:  T Nabih; P J Davis; J F Caputo; J P Rosazza
Journal:  J Med Chem       Date:  1977-07       Impact factor: 7.446

9.  Microbial models of mammalian metabolism O-demethylations of papaverine.

Authors:  J P Rosazza; M Kammer; L Youel
Journal:  Xenobiotica       Date:  1977-03       Impact factor: 1.908

10.  A note on the alkaloids of Vinca rosea Linn. (Catharanthus roseus G. Don.). II. Catharanthine, lochnericine, vindolinine, and vindoline.

Authors:  M GORMAN; N NEUSS; G H SVOBODA; A J BARNES; N J CONE
Journal:  J Am Pharm Assoc Am Pharm Assoc       Date:  1959-04
  10 in total
  1 in total

1.  Late enzymes of vindoline biosynthesis : S-Adenosyl-L-methionine: 11-O-demethyl-17-O-deacetylvindoline 11-O-methyltransferase and unspecific acetylesterase.

Authors:  W Fahn; E Laußermair; B Deus-Neumann; J Stöckigt
Journal:  Plant Cell Rep       Date:  1985-12       Impact factor: 4.570
  1 in total

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