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Boophiline, an antimicrobial sterol amide from the cattle tick boophilus microplus
Author(s) -
Potterat Olivier,
Hostettmann Kurt,
Höltzel Alexandra,
Jung GüNther,
Diehl PeterAllan,
Petrini Orlando
Publication year - 1997
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.19970800707
Subject(s) - chemistry , sterol , amide , bacillus subtilis , escherichia coli , stereochemistry , methylene , antimicrobial , proton nmr , organic chemistry , bacteria , biochemistry , biology , cholesterol , gene , genetics
Boophiline ( 1 ), a new sterol amide was isolated from the cattle tick Boophilus microplus (Ixodidae). The structure was assigned as N ‐[3‐(sulfooxy)‐25ξcholest‐5‐en‐26‐oyl]‐L‐isoleucine by detailed 2D NMR investigations in conjunction with FAB mass spectrometry and acidic hydrolyses. Complete assignment of the diastereotopic methylene protons of the ring system could be deduced from the NMR data. In agar dilution assays, 1 exhibited antifungal properties against Cladosporium cucumerinum and antibacterial activity against Bacillus subtilis and Escherichia coli .