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2-Hydroxymethyl-3,4-dihydroxy-6-methyl-pyrrolidine (6-deoxy-DMDP), an alkaloid beta-mannosidase inhibitor from seeds of Angylocalyx pynaertii.

Abstract:

A polyhydroxy alkaloid has been isolated from the seeds of the African legume Angylocalyx pynaertii and identified as a 2-hydroxymethyl-3,4-dihydroxy-5-methylpyrrolidine by ms and 1H- and 13C-nmr spectroscopy. The absolute stereochemistry was established, by a stereochemically unambiguous synthesis from diacetone glucose, as 2,5-imino-1,2,5-trideoxy-D-mannitol, which may also be regarded as 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine (DMDP) [2] in which a hydroxymethyl group is deoxygena...

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Publication status:
Published

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Publisher copy:
10.1021/np50098a020

Authors


Molyneux, RJ More by this author
Tropea, JE More by this author
Elbein, AD More by this author
Lawyer, CH More by this author
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Journal:
Journal of natural products
Volume:
56
Issue:
8
Pages:
1356-1364
Publication date:
1993-08-05
DOI:
EISSN:
1520-6025
ISSN:
0163-3864
URN:
uuid:e1fd9a15-2b76-4e4b-b09c-beb75f44890a
Source identifiers:
44293
Local pid:
pubs:44293

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