COMPARISON OF 16-ANDROSTENE STEROID CONCENTRATIONS IN STERILE APOCRINE SWEAT AND AXILLARY SECRETIONS - INTERCONVERSIONS OF 16-ANDROSTENES BY THE AXILLARY MICROFLORA - A MECHANISM FOR AXILLARY ODOR PRODUCTION IN MAN

被引:105
作者
GOWER, DB
HOLLAND, KT
MALLET, AI
RENNIE, PJ
WATKINS, WJ
机构
[1] UNIV LEEDS,DEPT MICROBIOL,LEEDS LS2 9JJ,W YORKSHIRE,ENGLAND
[2] UNITED MED & DENT SCH GUYS & ST THOMAS HOSP,ST JOHNS INST DERMATOL,LONDON SE1 7EH,ENGLAND
[3] UNITED MED & DENT SCH GUYS & ST THOMAS HOSP,DEPT PHARMACOL & TOXICOL,LONDON SE1 7EH,ENGLAND
关键词
D O I
10.1016/0960-0760(94)90082-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The concentrations of five 16-androstene steroids were determined, by a GC-MS method, in freshly-produced apocrine sweat (adrenaline-induced), in 8 men and 2 women. The ranges of concentrations (nmol/mu l) in apocrine sweat were: 5 alpha-androst-16-en-3-one (5 alpha-A), 0.1-2.0 and 4,16-androstadien-3-one (androstadienone), 0-1.9. 5,16-Androstadien-3 beta-ol (androstadienol) was also found in 5 of the subjects (range 0.05-1.05). 5 alpha-Androst-16-en-3 alpha- or 3 beta-ols [3 alpha(beta)-androstenols] were only found in small amounts (<0.1 nmol/mu l) in a few subjects. In the second study, prior to apocrine sweat collection (adrenaline injection), the axillary skin of 6 of the male subjects was washed with diethyl ether on an adjacent site of the axillary vault. The concentrations of 16-androstenes were compared in the ethereal extracts and apocrine sweat. The former contained detectable levels (pmol/cm(2)) of androstadienone (17.9 +/- 2.4), 3 alpha-androstenol (6.9 +/- 3.7), 3 beta-androstenol (1.8 +/- 1.0) and androstadienol (1.9 +/- 0.5) (means +/- SEM) in all 6 subjects. All but 1 subject also had 5 alpha-androstenone, the mean value for the others being 2.5 +/- 0.6. The axillary skin levels of 3 alpha- and 3 beta-androstenols, androstadienol and, in 3 subjects, androstadienone exceeded those in the apocrine sweat obtained from the same subjects, whereas levels of 5 alpha-androstenone in the skin extracts were all lower than in apocrine sweat samples, when related to the corresponding areas of skin sampled. The metabolism of 16-androstenes was studied in vitro in the presence of two aerobic coryneform bacteria, previously shown to metabolize testosterone as well as being capable of producing odour from extracts of axillary sweat in an odour-generation test. Although both coryneforms caused complex metabolic reactions and were capable of oxidation or reduction at C-3 and C-4, the overall direction favoured reduction. For example, large quantities of the more odorous 5 alpha-androstenone and 3 alpha-androstenol were formed from androstadienol and androstadienone. In contrast, strains of corynebacteria, unable to produce odour and incapable of metabolizing testosterone, were also unable to metabolize 16-androstenes. We propose that, even without the de novo synthesis of odorous 16-androstenes by axillary bacteria, the small quantities of these steroids, including the weakly odorous androstadienol, present in adrenaline-induced apocrine sweat, could be converted by aerobic coryneform bacteria, resident on the axillary skin surface, to a more odorous mixture of 16-androstenes, such that the human olfactory threshold of perception would be exceeded.
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页码:409 / 418
页数:10
相关论文
共 34 条
[1]   SPECIFIC ANOSMIAS TO 5-ALPHA-ANDROST-16-EN-3-ONE AND OMEGA-PENTADECALACTONE - URINOUS AND MUSKY PRIMARY ODORS [J].
AMOORE, JE ;
PELOSI, P ;
FORRESTER, LJ .
CHEMICAL SENSES & FLAVOUR, 1977, 2 (04) :401-425
[2]  
Baydar Ahmet E., 1992, Perfumer and Flavorist, V17, P3
[3]   THE VALIDATION AND USE OF A RADIOIMMUNOASSAY FOR 5-ALPHA-ANDROST-16-EN-3-ONE IN HUMAN AXILLARY COLLECTIONS [J].
BIRD, S ;
GOWER, DB .
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1981, 14 (02) :213-219
[4]   AXILLARY 5-ALPHA-ANDROST-16-EN-3-ONE, CHOLESTEROL AND SQUALENE IN MEN - PRELIMINARY EVIDENCE FOR 5-ALPHA-ANDROST-16-EN-3-ONE BEING A PRODUCT OF BACTERIAL ACTION [J].
BIRD, S ;
GOWER, DB .
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1982, 17 (05) :517-522
[5]   TRANSFORMATION OF STEROIDS BY CORYNEBACTERIACEAE [J].
CHARNEY, W .
JOURNAL OF APPLIED BACTERIOLOGY, 1966, 29 (01) :93-+
[6]  
CLAUS R, 1976, J ENDOCRINOL, V68, P4483
[7]   TRANSFORMATION OF STEROIDS BY AXILLARY CORYNEFORM BACTERIA [J].
GOWER, DB ;
NIXON, A ;
JACKMAN, PJH ;
MALLETT, AI .
INTERNATIONAL JOURNAL OF COSMETIC SCIENCE, 1986, 8 (04) :149-158
[8]  
GOWER DB, 1984, BIOCH STEROID HORMON, P230
[9]  
Gower DB, 1988, PERFUMERY PSYCHOL BI, P47, DOI DOI 10.1007/978-94-017-2558-3_3
[10]  
Hurley Jr H.J., 1960, HUMAN APOCRINE SWEAT