Suppressive Effect of Constituents Isolated from Kernel of Prunus armeniaca on 5α-Androst-16-en-3-one Generated by Microbial Metabolism

Journal of Oleo Science

Volumn 55, Issue 7, 2006, Pages 353-364

  Someya, Keita ^a   Mikoshiba, Shigeo ^a   Okumura, Takashi ^a   Takenaka, Hiroki ^a   Ohdera, Motoyasu ^a   Shirota, Osamu ^b   Kuroyanagi, Masanori ^c  

^a LION CORPORATION   (Japan)

^b TOKUSHIMA BUNRI UNIVERSITY   (Japan)

^c PREFECTURAL UNIVERSITY OF HIROSHIMA   (Japan)

Author keywords

5 androst 16 en 3 one; androstenone; apricot kernel extract; Corynebacterium xerosis; prunasin; Prunus armeniaca

Indexed keywords

EID: 77649265286     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.55.353     Document Type: Article

References (30)

1. W.B. SHELLY, H.J. HURLEY and A.C. NICHOLS, Axillary Odor, Arch. Dermatol. Suppl., Vol. 68, 430–446 (1953).
2. J.S. STRAUSS and A.M. KLIGMAN, The Bacteria Responsible for Apocrine Odor, J. Invest. Dermatol., Vol. 27, 67–71 (1956).
3. N.H. SHEHADEH and A.M. KLIGMAN, The Effect of Topical Antibacterial Agents on the Bacterial Flora of the Axilla, J. Invest. Dermatol., Vol. 40, 61–71 (1963).
4. J.J. LEYDEN, K.J. MCGINLEY, E. HOLZLE, J.N. LABOWS and A.M. KLIGMAN, The Microbiology of the Human Axilla and its Relationship to Axillary Odor, J. Invest. Dermatol., Vol. 77, 413–416 (1981).
5. S. IIDA, N. ICHKAWA, T. GOMI, K. SOMEYA, K. HIRANO, M. OGURA, S. YAMAZAKI and K SAKURAI, Mechanism and Regulation of Body Malodor Generation (1) -Effect of Iron on Axillary Malodor and of Anti-oxidant on Deodorant-, J. Soc. Cosmet. Chem. Jpn., Vol. 37, 195–201 (2003).
6. H. TAKENAKA, S. MIKOSHIBA, H. ISHIMARU, K. SOMEYA, T. HAYASHI and K. TAKADA, Analysis of Isovaleric Acid Generation by Skin Resident Microorganism in Body Malodors, and the Inhibitory Effect of Sohora flavascence Extract, J. Jpn. Cosmet. Sci. Soc., Vol. 28, 177–182 (2004).
7. A. NATSH, H.G. FELLER, P. GYGAX, J. SCHMID and G. ACUNA, A Specific Bacterial Aminoacylase Cleaves Odorant Precursors Secreted in the Human Axilla, J. Biol. Chem., Vol. 278, 5718–5727 (2003).
8. D.B. GOWER, A.I. MALLET, W.J. WATKINS, L.M. WALLACE and J.P. CALAME, Capillary Gas Chromatography with Chemical Ionization Negative Ion Mass Spectrometry in the Identification of Odorous Steroids Formed in Metabolic Studies of the Sulphates of Androsterone, DHA and 5α-Androst-16-en-3β-ol with Human Axillary Bacterial Isolates, J. Steroid Biochem. Molec. Biol., Vol. 63, 81–89 (1997).
9. Y. TOKUNAGA, Y. OMOTO, T. SANGU, M. MIYAZAKI, R. KON and K. TAKADA, Sexual Differentiation in Sensitivity to Male Body Odor, Int. J. Cosmet. Sci., Vol. 27, 333–341 (2005).
10. V. PATHAK, O. SHIROTA, S. SEKITA, Y. HIRAYAMA, Y. HAKAMATA, T. HAYASHI, T. YANAGAWA and M. SATAKE, Antiandrogenic Phenolic Constituents from Dalbergia cochinensis, Phytochemistry, Vol. 46, 1219–1223 (1997).
11. S. MIKOSHIBA, H. TAKENAKA, T. OKUMURA, K. SOMEYA and M. OHDERA, The Suppressive Effect of Apricot Kernel Extract on 5α-Androst-16-en-3-one Generated by Microbial Metabolism, Int. J. Cosmet. Sci., Vol. 28, 45–52 (2006).
12. T. OKUMURA, S. MIKOSHIBA, H. TAKENAKA, K. SOMEYA and M. OHDERA, Regulation of Body Odors by the Inhibition of the Microbial Metabolism -Analysis of the Suppressive Effect of Apricot Kernel Extract on Specific Body Odors in Male Subjects-, J. Jpn. Cosmet. Sci. Soc. (in press).
13. L. CARDONA, I. FERNANDEZ, J.R. PEDRO and R. VIDAL, Polyoxygenated Terpenes and Cyanogenic Glucosides from Centaurea aspera var. subinermis, Phytochemistry, Vol. 31, 3507–3509 (1992).
14. K. STERN and M.K. McCLINTOCK, Regulation of Ovulation by Human Pheromones, Nature, Vol. 392, 177–179 (1998).
15. J.J. COWLLY and B.W.L. BROOKSBANK, Human Exposure to Putative Pheromones and Changes in Aspects of Social Behavior, J. Steroid Biochem. Molec. Biol., Vol. 39, 647–659 (1991).
16. A.R. GUSTAVSON, M.E. DAWSON and D.G. BONETT, Androstenol, a Putative Human Pheromone, Affects Human (Homo sapiens) Male Choice Pheromone, J. Comp. Psychol., Vol. 101, 210–212 (1987).
17. E.E. FILSINGER, J.J. BRAUN, W.C. MONTE and D.E. LINDER, Human (Homo sapience) Responses to the Pig (Sus scrofa) Sex Pheromone 5 Alpha-androst-16-en-3-one, J. Comp. Psychol., Vol. 98, 219–222 (1984).
18. S. BIRD and D.B. GOWER, The Validation and Use of a Radioimmunoassay for 5α-Androst-16-en-3-one in Human Axillary Collections, J. Steroid Biochem., Vol. 14, 213–219 (1981).
19. W.F. LV, M.Y. DING and R. ZHENG, Isolation and Quantitation of Amygdalin in Apricot-kernel and Prunus Tomentosa Thunb. by HPLC with Solid-phase Extraction, J Chromatogr. Sci., Vol. 43, 383–387 (2005).
20. T. ISOZAKI, Y. MATANO, K. YAMAMOTO, N. KOSAKA and T. TANI, Quantitative Determination of Amygdalin Epimers by Cyclodextrin-modified Micellar Electrokinetic Chromatography, J. Chromatogr. A, Vol. 923, 249–254 (2001).
21. K.N. SYRIGOS, B.G. ROWLINSON and A.A. EPENRTOS, In Vitro Cytotoxicity following Specific Activation of Amygdalin by Beta-glucosidase Conjugated to a Bladder Cancer-associated Monoclonal Antibody, Int. J. Cancer, Vol. 78, 712–719 (1998).
22. W.C. NOBLE, The Skin Microflora and Microbial Skin Disease, Cambridge University Press, Cambridge, (1993).
23. J.J. LEYDEN, K. NORDSTROM and K.J. McGINLEY, Cutaneous Microbiology, in Physiology, Biochemistry, and Molecular Biology of the Skin (L.A. GOLDSMITH, ed.), Oxford University Press, New York, pp. 1403–1424 (1991).
24. D. TAYLOR, A. DAULBY, S. GRIMSHAW, G. JAMES, J. MERCER and S. VAZIRI, Characterization of the Microflora of the Human Axilla, Int. J. Cosmet. Sci., Vol. 25, 137–145 (2003).
25. C. AUSTIN and J. ELLIS, Microbial Pathways Leading to Steroidal Malodour in the Axilla, J. Steroid Biochem. Molec. Biol., Vol. 87, 105–110 (2003).
26. E. SWAIN and J.E. POULTON, Utilization of Amygdalin during Seedling Development of Prunu serotina, Plant Physiol., Vol. 106, 437–445 (1994).
27. F. DICENTA, P. MARTINEZ-GOMEZ, N. GRANE, M.L. MARTIN, A. LEON, J.A. CANOVAS and V. BERENGUER, Relationship between Cyanogenic Compounds in Kernels, Leaves, and Roots of Sweet and Bitter Kernelled Almonds, J. Agric. Food Chem., Vol. 50, 2149–2152 (2002).
28. V. LEI, W.K.A. AMOA-AWUA and L. BRIMER, Degradation of Cyanogenic Glycosides by Lactobacillus plantarum Strains from Spontaneous Cassava Fermentation and Other Microorganisms, Int. J. Food Microbiol., Vol. 53, 169–184 (1999).
29. Y. T. AKAYAMA and S. KAWAI, Study on the Prevention of Racemization of Amygdalin, Chem. Pharm. Bull., Vol. 32, 778–781 (1984).
30. O. LLORENS, M. FILIZOLA, S. SPISANI, M. MARASTONI, C. HERRANZ and J.J. PEREZ, Amygdalin Binds to the CD4 Receptor as Suggested from Molecular Modeling Studies, Bioorg. Med. Chem. Lett., Vol. 8, 781–786 (1998).