ABSTRACT
Five new sesquiterpene lactones, spicatolides D-H (1-5), along with four known compounds, pitocarphin D (6), 8 alpha-acetoxy-10 alpha-hydroxy-13-O-methylhirsutinolide (7), spicatolide A (8), and 13-O-methylvernojalcanolide 8-O-acetate (9), were isolated from an ethyl acetate extract of the aerial parts of Pseudoelephantopus spicatus. The structures of the new compounds were elucidated on the basis of spectroscopic data interpretation. All of the compounds isolated were evaluated for their cytotoxic effects against five human cancer cell lines. Compounds 1, 3, and 4 showed cytotoxicity (IC50 < 5 micro g/mL) against the Hep3B and MCF-7 cancer cell lines.
Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Asteraceae/chemistry , Lactones/isolation & purification , Lactones/pharmacology , Plants, Medicinal/chemistry , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Drug Screening Assays, Antitumor , Humans , Lactones/chemistry , Molecular Conformation , Molecular Structure , Sesquiterpenes/chemistry , TaiwanABSTRACT
A new clerodane diterpenoid 16-hydroxycleroda-13-ene-15,16-olide-3-one (1) was isolated from the bark of Polyalthia longifolia var. pendula, along with 23 known compounds and phytosteroids. Among these compounds, 5 - 7, 10, and 24 were obtained for the first time from the family Annonaceae . The structures of the isolated compounds were determined by mass and spectroscopic analysis. The clerodane diterpenoids, 2 - 4, showed significant cytotoxicity towards Hep G2 and Hep 3B hepatoma cell lines. Furthermore, compound 5 exhibited potent anti-inflammatory activity towards formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide generation by neutrophils with IC50 = 0.60 +/- 0.09 microg/mL.
Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Antineoplastic Agents, Phytogenic/pharmacology , Phytotherapy , Plant Extracts/pharmacology , Polyalthia , Anti-Inflammatory Agents, Non-Steroidal/administration & dosage , Anti-Inflammatory Agents, Non-Steroidal/therapeutic use , Antineoplastic Agents, Phytogenic/administration & dosage , Antineoplastic Agents, Phytogenic/therapeutic use , Breast Neoplasms/pathology , Cell Line, Tumor/drug effects , Diterpenes/administration & dosage , Diterpenes/pharmacology , Diterpenes/therapeutic use , Humans , Mass Spectrometry , Neutrophils/drug effects , Plant Extracts/administration & dosage , Plant Extracts/therapeutic use , Plant LeavesABSTRACT
Three new agarofuran sesquiterpenes, reissantins F-H, were isolated from a methanol extract of Reissantia buchananii. Their structures as well as their relative stereochemistry were established on the basis of modern mass and spectroscopic methods. Compounds were assayed for cytotoxicity against HepG2 and Hep3B human liver cancer cell lines.
Subject(s)
Celastraceae/chemistry , Sesquiterpenes/isolation & purification , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Cell Line, Tumor , Humans , Magnetic Resonance Spectroscopy , Molecular Conformation , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Plant Roots/chemistry , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacologyABSTRACT
Five new sesterterpenes have been isolated from a lipophilic extract of a sponge, Ircinia sp., and their structures elucidated by spectroscopic and chemical methods. The absolute configurations of two metabolites (1, 3) were established by chemical degradation. These compounds showed moderate cytotoxicity against KB cells.