Abstract
An undescribed Philippine marine sponge of the genus Strongylophora yielded a new meroditerpenoid-strongylophorine dimer (1) and the known meroditerpenoids, strongylophorine-2 (2), strongylophorine-3 (3), and strongylophorine-4 (4). The structures of the compounds were established on the basis of NMR spectroscopic and mass spectrometric data. The position of the inter-unit linkage in the new compound was elucidated after methylation and 1D 1H NOE difference experiments. This is the first report wherein the1H and 13C NMR data of the strongylophorine congeners are fully and unambiguously assigned on the basis of 2D NMR spectroscopy. Compounds 2 and 3 exhibited slight activity against Micrococcus luteus and Salmonella typhii, respectively. Compound 3 was active against the phytopathogenic fungusCladosporium cucumerinum and also against the neonate larvae of the polyphagous pest insectSpodoptera littoralis (EC50 of 69 [+/-0.48 (S.E.)] ppm) when incorporated into artificial diet. Compound 1 was found to be the most active in the brine shrimp lethality test with a LC50 of 10.5 [+/-0.43 (S.E.)] microg/mL.
Language | English |
---|---|
Pages | 948-952 |
Number of pages | 5 |
Journal | Journal of Natural Products |
Volume | 61 |
Issue number | 7 |
DOIs | |
Publication status | Published - Jul 1998 |
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Keywords
- animals
- antifungal agents
- antineoplastic agents
- artemia
- bacteria
- carbohydrate sequence
- cladosporium
- diterpenes
- drug screening assays, antitumor
- insecticides
- magnetic resonance spectroscopy
- mass spectrometry
- microbial sensitivity tests
- molecular conformation
- molecular sequence data
- philippines
- porifera
- spectrophotometry, infrared
- spectrophotometry, ultraviolet
- spores, fungal
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A new meroditerpenoid dimer from an undescribed Philippine marine sponge of the genus strongylophora. / Balbin-Oliveros, M; Edrada-Ebel, Ruangelie; Proksch, P; Wray, V; Witte, L; Van Soest, R W.
In: Journal of Natural Products, Vol. 61, No. 7, 07.1998, p. 948-952.Research output: Contribution to journal › Article
TY - JOUR
T1 - A new meroditerpenoid dimer from an undescribed Philippine marine sponge of the genus strongylophora
AU - Balbin-Oliveros, M
AU - Edrada-Ebel, Ruangelie
AU - Proksch, P
AU - Wray, V
AU - Witte, L
AU - Van Soest, R W
PY - 1998/7
Y1 - 1998/7
N2 - An undescribed Philippine marine sponge of the genus Strongylophora yielded a new meroditerpenoid-strongylophorine dimer (1) and the known meroditerpenoids, strongylophorine-2 (2), strongylophorine-3 (3), and strongylophorine-4 (4). The structures of the compounds were established on the basis of NMR spectroscopic and mass spectrometric data. The position of the inter-unit linkage in the new compound was elucidated after methylation and 1D 1H NOE difference experiments. This is the first report wherein the1H and 13C NMR data of the strongylophorine congeners are fully and unambiguously assigned on the basis of 2D NMR spectroscopy. Compounds 2 and 3 exhibited slight activity against Micrococcus luteus and Salmonella typhii, respectively. Compound 3 was active against the phytopathogenic fungusCladosporium cucumerinum and also against the neonate larvae of the polyphagous pest insectSpodoptera littoralis (EC50 of 69 [+/-0.48 (S.E.)] ppm) when incorporated into artificial diet. Compound 1 was found to be the most active in the brine shrimp lethality test with a LC50 of 10.5 [+/-0.43 (S.E.)] microg/mL.
AB - An undescribed Philippine marine sponge of the genus Strongylophora yielded a new meroditerpenoid-strongylophorine dimer (1) and the known meroditerpenoids, strongylophorine-2 (2), strongylophorine-3 (3), and strongylophorine-4 (4). The structures of the compounds were established on the basis of NMR spectroscopic and mass spectrometric data. The position of the inter-unit linkage in the new compound was elucidated after methylation and 1D 1H NOE difference experiments. This is the first report wherein the1H and 13C NMR data of the strongylophorine congeners are fully and unambiguously assigned on the basis of 2D NMR spectroscopy. Compounds 2 and 3 exhibited slight activity against Micrococcus luteus and Salmonella typhii, respectively. Compound 3 was active against the phytopathogenic fungusCladosporium cucumerinum and also against the neonate larvae of the polyphagous pest insectSpodoptera littoralis (EC50 of 69 [+/-0.48 (S.E.)] ppm) when incorporated into artificial diet. Compound 1 was found to be the most active in the brine shrimp lethality test with a LC50 of 10.5 [+/-0.43 (S.E.)] microg/mL.
KW - animals
KW - antifungal agents
KW - antineoplastic agents
KW - artemia
KW - bacteria
KW - carbohydrate sequence
KW - cladosporium
KW - diterpenes
KW - drug screening assays, antitumor
KW - insecticides
KW - magnetic resonance spectroscopy
KW - mass spectrometry
KW - microbial sensitivity tests
KW - molecular conformation
KW - molecular sequence data
KW - philippines
KW - porifera
KW - spectrophotometry, infrared
KW - spectrophotometry, ultraviolet
KW - spores, fungal
U2 - 10.1021/np980005y
DO - 10.1021/np980005y
M3 - Article
VL - 61
SP - 948
EP - 952
JO - Journal of Natural Products
T2 - Journal of Natural Products
JF - Journal of Natural Products
SN - 0163-3864
IS - 7
ER -