Calopins and cyclocalopins: bitter principles from Boletus calopus and related mushrooms
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Calopins and cyclocalopins : bitter principles from Boletus calopus and related mushrooms. / Hellwig, Veronika; Dasenbrock, Johannes; Gräf, Claudia et al.
in: European Journal of Organic Chemistry, Jahrgang 2002, Nr. 17, 09.2002, S. 2895-2904.Publikation: Beiträge in Zeitschriften › Zeitschriftenaufsätze › Forschung
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TY - JOUR
T1 - Calopins and cyclocalopins
T2 - bitter principles from Boletus calopus and related mushrooms
AU - Hellwig, Veronika
AU - Dasenbrock, Johannes
AU - Gräf, Claudia
AU - Kahner, Lydia
AU - Schumann, Susanne
AU - Steglich, Wolfgang
PY - 2002/9
Y1 - 2002/9
N2 - Boletus calopus and closely related mushrooms of the Boletus section Calopodes are characterized by their bitter taste, which is caused mainly by O-acetylcyclocalopin A (6a), a member of a series of unique δ-lactone derivatives. Besides the simple lactone calopin (1b) and its O-acetyl derivative la, the more complex cyclocalopins 6-12 have been isolated and their structures elucidated. Cyclocalopin D (10a) is an unprecedented α-glucoside in which the sugar residue is bound to an enolic hydroxy group., The chemical conversion of 6b into la established the same stereochemistry for the calopin and cyclocalopin types of metabolites.
AB - Boletus calopus and closely related mushrooms of the Boletus section Calopodes are characterized by their bitter taste, which is caused mainly by O-acetylcyclocalopin A (6a), a member of a series of unique δ-lactone derivatives. Besides the simple lactone calopin (1b) and its O-acetyl derivative la, the more complex cyclocalopins 6-12 have been isolated and their structures elucidated. Cyclocalopin D (10a) is an unprecedented α-glucoside in which the sugar residue is bound to an enolic hydroxy group., The chemical conversion of 6b into la established the same stereochemistry for the calopin and cyclocalopin types of metabolites.
KW - Chemistry
KW - calopins
KW - lactones
KW - mushrooms
KW - natural products
KW - spiro compounds
UR - http://www.scopus.com/inward/record.url?scp=0036712011&partnerID=8YFLogxK
U2 - 10.1002/1099-0690(200209)2002:17<2895::AID-EJOC2895>3.0.CO;2-S
DO - 10.1002/1099-0690(200209)2002:17<2895::AID-EJOC2895>3.0.CO;2-S
M3 - Journal articles
VL - 2002
SP - 2895
EP - 2904
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 17
ER -