Antiviral, haemolytic and molluscicidal activities of triterpenoid saponins from Maesa lanceolata: establishment of structure-activity relationships.
Ten saponins isolated from the leaves of Maesa lanceolata were tested for their antiviral, haemolytic and molluscicidal activities. The influence of the substitution pattern of these acylated triterpenoid saponins on their biological activities was investigated and structure-activity relationships were established. Maesasaponin VI(2) (3 beta-O-[[alpha-L-rhamnopyranosyl-(1 --> 2)-beta-D-galactopyranosyl-(1 --> 3)]-[beta-D-galactopyranosyl-(1 --> 2)]-beta-D-glucopyranuronyl]-21 beta,22 alpha-diangeloyloxy-13 beta,28-epoxyolean-16 alpha,28 alpha-diol), the most potent molluscicidal compound (LC(50) 0.5 ppm), also showed virucidal and haemolytic activity. In general, 21,22-diacylation appeared to be associated with a virucidal (reduction factor of the viral titer > or = 10(3) at 50 microg/ml) and haemolytic activity (HC(50) < or = 1 microg/ml).
Apers
S
S
Department of Pharmaceutical Sciences, University of Antwerp, Antwerp, Belgium. Sandra.Apers@ua.ac.be
Baronikova
S
S
Sindambiwe
J B
JB
Witvrouw
M
M
De Clercq
E
E
Vanden Berghe
D
D
Van Marck
E
E
Vlietinck
A
A
Pieters
L
L
D000818:Animals; D019380:Anti-HIV Agents / Q000494:pharmacology*; D000998:Antiviral Agents / Q000302:isolation & purification / Q000494:pharmacology*; D002240:Carbohydrate Sequence; D006678:HIV / Q000187:drug effects; D006461:Hemolysis / Q000187:drug effects*; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D066298:In Vitro Techniques; D019684:Magnoliopsida / Q000737:chemistry; D016488:Medicine, African Traditional; D008969:Molecular Sequence Data; D008975:Molluscacides / Q000494:pharmacology*; D008517:Phytotherapy; D010936:Plant Extracts / Q000494:pharmacology; D010946:Plants, Medicinal; D012503:Saponins / Q000302:isolation & purification / Q000494:pharmacology*; D012908:Snails / Q000187:drug effects; D013329:Structure-Activity Relationship; D014197:Trees / Q000737:chemistry*; D014315:Triterpenes / Q000494:pharmacology
D019380:Anti-HIV Agents; D000998:Antiviral Agents; D008975:Molluscacides; D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes