Triterpene saponins in the defensive secretion of a chrysomelid beetle, Platyphora ligata

被引：19
|
作者：
Plasman, V
Braekman, JC
Daloze, D
Luhmer, M
Windsor, D
Pasteels, JM
机构：
[1] Dept Organ Chem, Bioorgan Chem Lab, Brussels, Belgium
[2] Fac Sci Appl, Organ Chem Lab, Brussels, Belgium
[3] Free Univ Brussels, Lab Cellular & Anim Biol, B-1050 Brussels, Belgium
[4] Smithsonian Trop Res Inst, Balboa, Panama
来源：
JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 05期
关键词：
D O I：
10.1021/np990406t
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
The secretion of the defensive glands of adults of the chrysomelid beetle Platyphora ligata from Panama has been shown to contain, besides chlorogenic acid (1) and a mixture of phosphatidylcholines, two new oleanane triterpene saponins, named ligatosides A and B. Their structures were established as 3-O-beta-D-glucuronopyranosyl-16 alpha,23-dihydroxyoleanolic acid-28-O-2-(3,4-dimethoxybenzoyl)-beta-D-glucopyranoside (2) and 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl-16 alpha,23-dihydroxyoleanic acid-28-O-2-(3,4-dimethoxybenzoyl)-beta-D-glucopyranoside (3), respectively, by a combination of extensive 1D and 2D NMR methods (COSY, HMQC, HMBC, and TOCSY) and FABMS. This is the first report of triterpene saponins in the defensive secretion of an insect.
引用
收藏
页码：646 / 649
页数：4
相关论文
共 50 条
  • [41] Secretion and Detection of Defensive Compounds by the Red Flour Beetle Tribolium castaneum Interacting with the Insect Pathogenic Fungus Beauveria bassiana
    Davyt-Colo, Belen
    Girotti, Juan R.
    Gonzalez, Andres
    Pedrini, Nicolas
    PATHOGENS, 2022, 11 (05):
  • [42] STICKY SECRETION FROM 2 PAIRS OF DEFENSIVE GLANDS OF ROVE BEETLE DELEASTER-DICHROUS (GRAV) (COLEOPTERA, STAPHYLINIDAE) - GLAND MORPHOLOGY, CHEMICAL-CONSTITUENTS, DEFENSIVE FUNCTIONS, AND CHEMOTAXONOMY
    DETTNER, K
    SCHWINGER, G
    WUNDERLE, P
    JOURNAL OF CHEMICAL ECOLOGY, 1985, 11 (07) : 859 - 883
  • [43] 8-HYDROXYISOCOUMARIN AND 3,4-DIHYDRO-8-HYDROXY-ISOCOUMARIN IN DEFENSIVE SECRETION OF TENEBRIONID BEETLE, APSENA-PUBESCENS
    LLOYD, HA
    EVANS, SL
    KHAN, AH
    TSCHINKEL, WR
    BLUM, MS
    INSECT BIOCHEMISTRY, 1978, 8 (05): : 333 - 336
  • [44] Identification and potential application of a putative allomone component in the defensive secretion of a destructive invasive species: the red-necked longhorn beetle, Aromia bungii
    Ruixu Chen
    Cong Chen
    Xudong Zhao
    Li Chen
    Tian Xu
    Dejun Hao
    Journal of Pest Science, 2024, 97 : 993 - 1004
  • [45] A STUDY OF COMPLEX-MIXTURES OF NATURAL COMPOUNDS BY DEFOCUSING AND DADI METHODS .3. COMPONENTS OF THE DEFENSIVE SECRETION OF THE BEETLE COCCINELLA-SEPTEMPUNCTATA
    RAZAKOV, RR
    KASIMOV, AK
    ASLANOV, KA
    SADYKOV, AS
    KHIMIYA PRIRODNYKH SOEDINENII, 1981, (06): : 764 - 770
  • [46] Identification and potential application of a putative allomone component in the defensive secretion of a destructive invasive species: the red-necked longhorn beetle, Aromia bungii
    Chen, Ruixu
    Chen, Cong
    Zhao, Xudong
    Chen, Li
    Xu, Tian
    Hao, Dejun
    JOURNAL OF PEST SCIENCE, 2024, 97 (02) : 993 - 1004
  • [47] DEFENSE-MECHANISMS OF ANTHROPODS .80. NECRODOLS - ANTI-INSECTAN TERPENES FROM DEFENSIVE SECRETION OF CARRION BEETLE (NECRODES-SURINAMENSIS)
    EISNER, T
    DEYRUP, M
    JACOBS, R
    MEINWALD, J
    JOURNAL OF CHEMICAL ECOLOGY, 1986, 12 (06) : 1407 - 1415
  • [48] The absolute configuration of (+)- and (-)-1-phenylundec-4-yn-3-ols. Synthesis of (R)-4-dodecanolide, a component of the defensive secretion of rove beetle Bledius mandibullaris
    Vlasyuk, A. L.
    Voblikova, V. A.
    Gamalevich, G. D.
    Serebryakov, E. P.
    RUSSIAN CHEMICAL BULLETIN, 2013, 62 (09) : 2032 - 2036
  • [49] The absolute configuration of (+)- and (−)-1-phenylundec-4-yn-3-ols. Synthesis of (R)-4-dodecanolide, a component of the defensive secretion of rove beetle Bledius mandibullaris
    A. L. Vlasyuk
    V. A. Voblikova
    G. D. Gamalevich
    E. P. Serebryakov
    Russian Chemical Bulletin, 2013, 62 : 2032 - 2036
  • [50] The use of the tergal gland defensive secretion in male intrasexual aggression of the rove beetle, Aleochara curtula (Coleoptera: Staphylinidae), measured by closed-loop-stripping-analyses and tandem bioassay - mass fragmentography
    Peschke, Klaus
    Friedrich, Peter
    Gantert, Cornelia
    Metzler, Manfred
    CHEMOECOLOGY, 1996, 7 (01) : 24 - 33
12345