Fungicidal properties of two saponins from Capsicum frutescens and the relationship of structure and fungicidal activity.
Two steroidal saponins have been purified from cayenne pepper (Capsicum frutescens). Both have the same steroidal moiety but differ in the number of glucose moieties: the first saponin has four glucose moieties (molecular mass 1081 Da) and the second contains three glucose moieties (molecular mass 919 Da). Solubility in aqueous solution is less for the saponin containing three glucose moieties than for the one containing four glucose moieties. The larger saponin was slightly fungicidal against the nongerminated and germinating conidia of Aspergillus flavus, A. niger, A. parasiticus, A. fumigatus, Fusarium oxysporum, F. moniliforme, and F. graminearum, whereas, the second saponin (molecular mass 919 Da) was inactive against these fungi. Results indicate that the absence of one glucose molecule affects the fungicidal and aqueous solubility properties of these similar molecules.
De Lucca
A J
AJ
Southern Regional Research Center, United States Department of Agriculture (USDA), Agriculture Research Service (ARS), New Orleans, LA 70124, USA. adelucca@srrc.ars.usda.gov
Boue
S
S
Palmgren
M S
MS
Maskos
K
K
Cleveland
T E
TE
D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology*; D001230:Aspergillus / Q000187:drug effects; D002212:Capsicum / Q000737:chemistry*; D005670:Fusarium / Q000187:drug effects; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D012503:Saponins; D013256:Steroids