Abstract
Along with five known 30-norlanostane-type saponins, sarasinosides A(1) (5A), A3 (6A), I1 (7), I2 (8), and H2 (9), four new triterpenoidal saponin congeners, sarasinosides J (1), K (2), L (3), and M (4), were isolated from the Indonesian sponge Melophlus sarassinorum. Sarasinosides J (1) and K (2) are the 24,25-hydrogenated congeners of the previously described sarasinosides A1 and H2, respectively. The carbon skeleton of sarasinoside M (4) possesses a rearranged 8alpha,9alpha-epoxy-8,9-seconorlanosta-8(14),9(11),24-triene system, which is novel and unprecedented in nature. The structures of the new compounds were confirmed by spectral analyses, chemical derivatization, and GC analyses. Compounds 1 and 5A exhibited antimicrobial activity toward Bacillus subtilis and Saccharomyces cerevisiae.
| Language | English |
|---|---|
| Pages | 1231-1237 |
| Number of pages | 7 |
| Journal | Journal of Natural Products |
| Volume | 68 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - Aug 2005 |
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Keywords
- anti-bacterial agents
- antifungal agents
- bacillus subtilis
- chromatography
- glycosides
- lanosterol
- microbial sensitivity tests
- molecular structure
- nuclear magnetic resonance
- porifera
- saccharomyces cerevisiae
- stereoisomerism
- triterpenes
Cite this
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Norlanostane triterpenoidal saponins from the marine sponge melophlussarassinorum. / Dai, Hao-Fu; Edrada, Ru Angelie; Ebel, Rainer; Nimtz, Manfred; Wray, Victor; Proksch, Peter; Edrada-Ebel, Ruangelie.
In: Journal of Natural Products, Vol. 68, No. 8, 08.2005, p. 1231-1237.Research output: Contribution to journal › Article
TY - JOUR
T1 - Norlanostane triterpenoidal saponins from the marine sponge melophlussarassinorum
AU - Dai, Hao-Fu
AU - Edrada, Ru Angelie
AU - Ebel, Rainer
AU - Nimtz, Manfred
AU - Wray, Victor
AU - Proksch, Peter
AU - Edrada-Ebel, Ruangelie
PY - 2005/8
Y1 - 2005/8
N2 - Along with five known 30-norlanostane-type saponins, sarasinosides A(1) (5A), A3 (6A), I1 (7), I2 (8), and H2 (9), four new triterpenoidal saponin congeners, sarasinosides J (1), K (2), L (3), and M (4), were isolated from the Indonesian sponge Melophlus sarassinorum. Sarasinosides J (1) and K (2) are the 24,25-hydrogenated congeners of the previously described sarasinosides A1 and H2, respectively. The carbon skeleton of sarasinoside M (4) possesses a rearranged 8alpha,9alpha-epoxy-8,9-seconorlanosta-8(14),9(11),24-triene system, which is novel and unprecedented in nature. The structures of the new compounds were confirmed by spectral analyses, chemical derivatization, and GC analyses. Compounds 1 and 5A exhibited antimicrobial activity toward Bacillus subtilis and Saccharomyces cerevisiae.
AB - Along with five known 30-norlanostane-type saponins, sarasinosides A(1) (5A), A3 (6A), I1 (7), I2 (8), and H2 (9), four new triterpenoidal saponin congeners, sarasinosides J (1), K (2), L (3), and M (4), were isolated from the Indonesian sponge Melophlus sarassinorum. Sarasinosides J (1) and K (2) are the 24,25-hydrogenated congeners of the previously described sarasinosides A1 and H2, respectively. The carbon skeleton of sarasinoside M (4) possesses a rearranged 8alpha,9alpha-epoxy-8,9-seconorlanosta-8(14),9(11),24-triene system, which is novel and unprecedented in nature. The structures of the new compounds were confirmed by spectral analyses, chemical derivatization, and GC analyses. Compounds 1 and 5A exhibited antimicrobial activity toward Bacillus subtilis and Saccharomyces cerevisiae.
KW - anti-bacterial agents
KW - antifungal agents
KW - bacillus subtilis
KW - chromatography
KW - glycosides
KW - lanosterol
KW - microbial sensitivity tests
KW - molecular structure
KW - nuclear magnetic resonance
KW - porifera
KW - saccharomyces cerevisiae
KW - stereoisomerism
KW - triterpenes
U2 - 10.1021/np050152d
DO - 10.1021/np050152d
M3 - Article
VL - 68
SP - 1231
EP - 1237
JO - Journal of Natural Products
T2 - Journal of Natural Products
JF - Journal of Natural Products
SN - 0163-3864
IS - 8
ER -