ABSTRACT
Five asterosaponins (1-5), including one new compound named protonodososide (1), were isolated from the methanol extract of the starfish Protoreaster nodosus, after subjecting to various chromatographic separations. The structural elucidation was confirmed by careful analysis of the 1D, 2D NMR, and HR ESI QTOF mass spectra. The cytotoxicity of isolated compounds was evaluated on five human cancer cell lines including HepG2, KB, MCF7, LNCaP, and SK-Mel2.
Subject(s)
Antineoplastic Agents , Starfish , Animals , Humans , Starfish/chemistry , Magnetic Resonance Spectroscopy , Cell Line, Tumor , Spectrometry, Mass, Electrospray Ionization , Antineoplastic Agents/chemistry , Molecular StructureABSTRACT
Using various chromatographic separations, two new cembranoids, ehrenbergols F and G (1 and 2), along with three known analogs ehrenbergol D (3), (+)-isosarcophine (4) and sinulariol Z2 (5) were isolated from the soft coral Sarcophyton ehrenbergi. The structural elucidation was done by extensive analysis of the 1 D and 2 D NMR, HR-ESI-QTOF-MS as well as CD experiments. In addition, compounds 1 (IC50 of 38.38 ± 2.89 µM), 3 (IC50 of 37.14 ± 3.22 µM) and 4 (IC50 of 45.01 ± 2.49 µM) revealed moderate inhibitory activity on LPS-induced NO production in RAW264.7 cells, whereas 2 (IC50 of 73.32 ± 1.95 µM) and 5 (IC50 of 64.48 ± 4.93 µM) exhibited weak effect.
Subject(s)
Anthozoa , Diterpenes , Animals , Anthozoa/chemistry , Diterpenes/pharmacology , Diterpenes/chemistry , Magnetic Resonance Spectroscopy , Molecular StructureABSTRACT
From the MeOH extract of the Vietnamese sea cucumber Holothuria edulis, eight triterpene glycosides (1-8), including one new compound namely holothurin A5 (1), were isolated by using various chromatographic separations. Their structures were established by spectroscopic experiments including 1D, 2D NMR and HR-ESI-MS. Holothurin A5 (1) has a hydroperoxy group at C-25. To the best of our knowledge, this is the first report of this group in triterpene saponins obtained from sea cucumbers to date. In addition, the in vitro cytotoxicity against five human cancer cell lines (HepG2, KB, LNCaP, MCF7 and SK-Mel2) of all isolated compounds was also evaluated using SRB assays.
Subject(s)
Glycosides/isolation & purification , Holothuria/chemistry , Sea Cucumbers/chemistry , Triterpenes/isolation & purification , Animals , Cell Line, Tumor , Cytotoxins/chemistry , Cytotoxins/isolation & purification , Cytotoxins/pharmacology , Glycosides/chemistry , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , Saponins/chemistry , Saponins/isolation & purification , Triterpenes/chemistry , VietnamABSTRACT
Ten briarane-type diterpenoids (1-10), including one new stereoisomer 17-epi-junceellolide B (1), were isolated from the MeOH extract of the Vietnamese gorgonian Junceella fragilis. Their structures were elucidated by spectroscopic experiments including 1D and 2D NMR, and HR-QTOF-MS. In addition, the in vitro cytotoxic activity against eight human cancer cell lines (LNCaP, HepG2, KB, MCF-7, SK-Mel2, HL-60, LU-1 and SW480) of all isolated compounds was evaluated by SRB assays.
Subject(s)
Anthozoa/chemistry , Antineoplastic Agents/isolation & purification , Diterpenes/isolation & purification , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cell Line, Tumor , Cytotoxins/chemistry , Cytotoxins/isolation & purification , Cytotoxins/pharmacology , Diterpenes/chemistry , Humans , Molecular Structure , Spectrum Analysis/methods , VietnamABSTRACT
Six pregnane steroids including one new compound namely 15ß-hydroxypregna-4,20-dien-3-one (1), were isolated and structurally elucidated from the octocoral Carijoa riisei. The cytotoxic activity against a panel of eight human cancer cell lines of isolated compounds was also evaluated by SRB method. As the results, 18-acetoxypregna-1,4,20-trien-3-one (5) showed significant cytotoxicity against all the tested cell lines with the IC50 values from 22.29 ± 1.47 to 48.73 ± 3.93 µM, whereas 15ß-acetoxypregna-1,4,20-trien-3-one (3) and 20R-acetoxypregna-1,4-dien-3-one (6) only exhibited weak effect on KB cell line with IC50 values of 93.62 ± 7.32 and 71.38 ± 5.45 µM, respectively.
Subject(s)
17-alpha-Hydroxypregnenolone/isolation & purification , Anthozoa/chemistry , Pregnanes/chemistry , Steroids/chemistry , 17-alpha-Hydroxypregnenolone/chemistry , Animals , Cell Line, Tumor , Humans , Molecular Structure , Pregnanes/isolation & purification , Steroids/isolation & purification , VietnamABSTRACT
Using various chromatographic separations, six ergostane-type steroids, including one new compound sinubrassione (1), and two pregnene-type steroid glycosides, including one new compound sinubrassioside (7), were isolated from methanol extract of the Vietnamese soft coral Sinularia brassica. The structure elucidation was confirmed by spectroscopic methods including 1D, 2D NMR and HR-ESI-MS. The cytotoxic activities of all the isolated compounds against three human cancer cell lines were also evaluated using MTT-based colorimetric assays.
Subject(s)
Anthozoa/chemistry , Antineoplastic Agents , Ergosterol , Glycosides/isolation & purification , Glycosides/pharmacology , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Antineoplastic Agents/pharmacology , Drug Screening Assays, Antitumor , Ergosterol/analogs & derivatives , Ergosterol/chemistry , Ergosterol/isolation & purification , Ergosterol/pharmacology , Glycosides/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , VietnamABSTRACT
Two new diterpenes, lobocompactols A (1) and B (2), and five known compounds (3-7) were isolated from the methanol extract of the soft coral Lobophytum compactum using combined chromatographic methods and identified based on NMR and MS data. Each compound was evaluated for cytotoxic activity against A549 (lung) and HL-60 (acute promyelocytic leukemia) human cancer cell lines. Among them, compound 5 exhibited strong cytotoxic activity against the A549 cell line with an IC(50) of 4.97 ± 0.06 µM. Compounds 3, 4, and 7 showed moderate activity with IC(50) values of 23.03 ± 0.76, 31.13 ± 0.08, and 36.45 ± 0.01 µM, respectively. The cytotoxicity of 5 on the A549 cells was comparable to that of the positive control, mitoxantrone (MX). All compounds exhibited moderate cytotoxicity against the HL-60 cell line, with IC(50) values ranging from 17.80 ± 1.43 to 59.06 ± 2.31 µM. Their antioxidant activity was also measured using oxygen radical absorbance capacity method, compounds 1 and 2 exhibiting moderate peroxyl radical scavenging activity of 1.4 and 1.3 µM Trolox equivalents, respectively, at a concentration of 5 µM.