Identification of a precursor to naturally occurring β-damascenone

被引:24
|
作者
Puglisi, CJ
Elsey, GM
Prager, RH
Skouroumounis, GK
Sefton, MA
机构
[1] Australian Wine Res Inst, Glen Osmond, SA 5064, Australia
[2] Flinders Univ S Australia, Sch Chem Phys & Earth Sci, Adelaide, SA 5001, Australia
关键词
beta-damascenone; flavour precursors; wine; carotenoid metabolites;
D O I
10.1016/S0040-4039(01)01411-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
9-Hydroxymegastigma-3,5-dien-7-yne 8a was synthesised and shown to be identical to an intermediate found in the acid-catalysed conversion of 3,5,9-trihydroxymegastigma-6,7-diene 4 to beta -damascenone 1, 3-hydroxydamascone 5 and megastigma-5-en-7-yne-3,9-diol 6. When subjected to acid hydrolysis, 8a produced beta -damascenone 1, in high yield. Importantly, the hydrolysate was completely free of 3-hydroxydamascone 5. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6937 / 6939
页数:3
相关论文
共 50 条
  • [1] NORISOPRENOIDS IN VITIS-VINIFERA WHITE WINE GRAPES AND THE IDENTIFICATION OF A PRECURSOR OF DAMASCENONE IN THESE FRUITS
    SEFTON, MA
    SKOUROUMOUNIS, GK
    MASSYWESTROPP, RA
    WILLIAMS, PJ
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1989, 42 (12) : 2071 - 2084
  • [2] IDENTIFICATION AND CHARACTERIZATION OF NATURALLY-OCCURRING RUBIADINS
    COURCHESNE, M
    BRASSARD, P
    JOURNAL OF NATURAL PRODUCTS, 1993, 56 (05): : 722 - 730
  • [3] IDENTIFICATION OF NATURALLY OCCURRING CALMODULIN INHIBITORS IN PLANTS
    Paliyath, Gopinadhan
    Poovaiah, B. W.
    PLANT PHYSIOLOGY, 1984, 75 : 195 - 195
  • [4] Identification of Naturally Occurring Numerical Expressions in Arabic
    Habash, Nizar
    Roth, Ryan
    SIXTH INTERNATIONAL CONFERENCE ON LANGUAGE RESOURCES AND EVALUATION, LREC 2008, 2008, : 3330 - 3336
  • [5] SEPARATION AND IDENTIFICATION OF SOME NATURALLY OCCURRING ALKYLPHENANTHRENES
    JONSSON, R
    TALANTA, 1968, 15 (05) : 425 - &
  • [6] ISOLATION AND IDENTIFICATION OF A NATURALLY OCCURRING ANALOG OF METHIONINE
    MCRORIE, RA
    SUTHERLAND, GL
    LEWIS, MS
    BARTON, AD
    GLAZENER, MR
    SHIVE, W
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (01) : 115 - 118
  • [7] THE IDENTIFICATION OF NATURALLY OCCURRING CINNAMIC ACID DERIVATIVES
    BOURNE, EJ
    MACLEOD, NJ
    PRIDHAM, JB
    PHYTOCHEMISTRY, 1963, 2 (03) : 225 - 230
  • [8] IDENTIFICATION OF THE NATURALLY-OCCURRING PRECURSOR TO 9,13-DI-CIS-RETINOIC ACID IN THE NEONATAL CALF
    GAMBHIR, V
    REINHARDT, T
    GOFF, J
    BEITZ, D
    HORST, R
    FASEB JOURNAL, 1995, 9 (03): : 169 - 169
  • [9] IDENTIFICATION OF DAMASCENONE IN TOMATO VOLATILES
    BUTTERY, RG
    TERANISHI, R
    LING, LC
    CHEMISTRY & INDUSTRY, 1988, (07) : 238 - 238
  • [10] Naturally Occurring C3-Convertase Antibodies: A Nef Precursor?
    Culek, Christopher
    Smith, Richard J.
    Nester, Carla M.
    JOURNAL OF THE AMERICAN SOCIETY OF NEPHROLOGY, 2022, 33 (11): : 778 - 778