(+)-menthol and its hydroxy derivatives, novel fungal monoterpenols from the fusicoccin-producing fungi, phomopsis amygdali F6a and niigata 2

Bioscience, Biotechnology and Biochemistry

Volumn 67, Issue 3, 2003, Pages 475-479

  Sassa, Takeshi ^a,b   Kenmoku, Hiromichi ^a   Sato, Mitsuyoshi ^b   Murayama, Tetsuya ^a,b   Kato, Nobuo ^c  

^a IWATE UNIVERSITY   (Japan)

^b YAMAGATA UNIVERSITY   (Japan)

^c KYUSHU UNIVERSITY   (Japan)

Author keywords

(+) (6S) hydroxymenthol; (+) 7 hydroxymenthol; (+) menthol; Fungal monoterpene; Phomopsis amygdali

Indexed keywords

CARBON; DRUG DERIVATIVE; FUSICOCCIN; GLYCOSIDE; MENTHOL; TERPENE;

ARTICLE; BIOSYNTHESIS; CHEMISTRY; DEUTEROMYCETES; HYDROXYLATION; ISOLATION AND PURIFICATION; METABOLISM; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM;

CARBON ISOTOPES; GLYCOSIDES; HYDROXYLATION; MAGNETIC RESONANCE SPECTROSCOPY; MENTHOL; MITOSPORIC FUNGI; MONOTERPENES; STEREOISOMERISM;

FUNGI; MENTHA X PIPERITA; PHOMOPSIS; PHOMOPSIS AMYGDALI;

EID: 0042423589     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.67.475     Document Type: Article

References (11)

1. Turner, W. B., and Aldridge, D. C., “Fungal Metabolites II”, Academic Press, London, pp. 225-383 (1983).
2. Horn, T. M., Cloning and expression of terpene synthase genes. In “Comprehensive Natural Products Chemistry Vol. 2, Isoprenoids Including Carotenoids and Steroids”, ed. Cane, D. E., Elsevier, New York, pp. 201-215 (1999).
3. Casinovi, C. G., Grandolini, G., Radics, L., and Rosii, C., Ap-menthane derivative isolated from culture filtrate of Fusicoccum amygdali, Del. Experiential, 34, 298-299 (1978).
4. Sassa, T., Zhang, C.-S., Tajima, N., and Kato, N., 16-O-Demethyl fusicoccin J and its 3-epimer from Fusicoccum amygdali, and their seed germination-stimulating activity in the presence of abscisic acid. Biosci. Biotechnol. Biochem., 63, 951-954 (1999).
5. Tajima, N., Kume, H., Kanematsu, S., Kato, N., and Sassa, T., Chemical identification of fusicoccins from a Japanese isolate Niigata 2 of peach Fusicoccum canker fungus (Phomopsis amygdali) and production of 3?-deacetylfusicoccin A by the fungus. J. Pesticide Sci., 27, 64-67 (2001).
6. Sassa, T., Tajima, N., Sato, M., Takahashi, A., and Kato, N., Fusicoccins P and Q, and 3-epifusicoccin H and Q, new polar fusicoccins from the isolate Niigata 2-A of a peach Fusicoccum canker fungus. Biosci. Biotechnol. Biochem., 66, 2356-2361 (2002).
7. Asakawa, Y., Takahashi, H., Toyota, M., and Noma, Y., Biotransformation of monoterpenoids, (-)- and (+)-menthols, terpinolene and carvotanace-tone by Aspergillus species. Phytochemistry, 30, 3981-3987 (1991).
8. Werkhoff, P., and Hopp, R., Isolation and gas chromatographic separation of menthol and menthone enantiomers from natural peppermint oils. In “Progress in Essential Oil Research”, ed. Brunke, E.-J., Walter de Gruyter, Berlin, pp. 529-549 (1986).
9. Hirai, Y., Ikeda, M., Murayama, T., and Ohta, T., New monoterpentriols from the fruiting body of Flammulina velutipes. Biosci. Biotechnol. Biochem., 62, 1364-1368 (1998).
10. Randazzo, G., Evidente, A., Boccalatte, A., and Rossi, C., Biosynthesis of 1a, 2a, 3b-trihydroxy-p-menthane by Fusicoccum amygdali. Phytochemistry, 20, 2177-2181 (1981).
11. Wise, M., and Croteau, R., Monoterpene biosynthesis. In “Comprehensive Natural Products Chemistry Vol. 2, Isoprenoids Including Carotenoids and Steroids”, ed. Cane, D. E., Elsevier, New York, pp. 97-153 (1999).