ABSTRACT
A new phenol glycoside, physanguloside A (1), was isolated from Physalis angulata together with four known compounds. We report herein, for the first time, the presence of compounds 2-5 in the genus Physalis. The structures of all the compounds were established by NMR, IR, UV and HRESIMS spectroscopic analyses, and comparison with the literature data. All isolated compounds were assayed for inhibitory activity on nitric oxide production by LPS-induced in RAW 264.7 macrophages.
Subject(s)
Glycosides/isolation & purification , Physalis/chemistry , Animals , Glycosides/chemistry , Glycosides/pharmacology , Macrophages/drug effects , Mice , Nitric Oxide/antagonists & inhibitors , Nitric Oxide/biosynthesis , Phenols/chemistry , Phenols/isolation & purification , Phenols/pharmacologyABSTRACT
Sixteen new withanolides, physangulatins A-N (1-14) and withaphysalins Y and Z (15 and 16), as well as 12 known analogues, were isolated from the stems and leaves of Physalis angulata L. Their structures were established using extensive spectroscopic data analyses. The absolute configurations of 1 and 9 were assigned via X-ray crystallography. The isolated compounds were tested for their antiproliferative effects against human prostate cancer cells (C4-2B and 22Rvl), human renal carcinoma cells (786-O, A-498, and ACHN), and human melanoma cells (A375-S2), as well as inhibitory effects on NO production induced by LPS in macrophages. Compounds 9, 17, 20, 21, 25, and 27 showed antiproliferative effects against all tested cancer cells, with IC50 values of 0.18-7.43 µM. Compounds 3-5, 9-11, 17, 20-22, 24, 25, and 27 displayed inhibitory effects against NO production, with IC50 values of 1.36-11.59 µM.
Subject(s)
Anti-Inflammatory Agents/isolation & purification , Anti-Inflammatory Agents/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/pharmacology , Physalis/chemistry , Withanolides/isolation & purification , Withanolides/pharmacology , Anti-Inflammatory Agents/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Crystallography, X-Ray , Drug Screening Assays, Antitumor , Drugs, Chinese Herbal/chemistry , Humans , Inhibitory Concentration 50 , Kidney Neoplasms/drug therapy , Lipopolysaccharides/pharmacology , Macrophages/drug effects , Male , Molecular Conformation , Molecular Structure , Nitric Oxide/biosynthesis , Nuclear Magnetic Resonance, Biomolecular , Plant Leaves/chemistry , Plant Stems/chemistry , Prostatic Neoplasms/drug therapy , Withanolides/chemistryABSTRACT
A new phenyldihydronaphthalene-type lignan, (3R,4S)-6-hydroxy-4-(4-hydroxy- 3-methoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2-naphthaldehyde-3a-O-ß-d-glucopyranoside (1), and a new phenylnaphthalene-type lignan, 6,7,4'-trihydroxy-3'-methoxy-2,3- cycloligna-1,4-dien-2a,3a-olide (2), along with 10-known lignan derivatives (3-12) were isolated from the aerial part of Vitex negundo var. heterophylla. Their structures were established by comprehensive 1D- and 2D-NMR spectroscopic analyses.
Subject(s)
Drugs, Chinese Herbal/isolation & purification , Glucosides/isolation & purification , Lignans/isolation & purification , Plant Components, Aerial/chemistry , Vitex/chemistry , Drugs, Chinese Herbal/chemistry , Glucosides/chemistry , Lignans/chemistry , Molecular Structure , Nuclear Magnetic Resonance, BiomolecularABSTRACT
(1S,3R,17R,18R,19R,20R,22R)-1,3,19,22-tetrahydroxy-28-norurs-12-en-2-one (1), along with 5 known triterpenoids (2-6), were isolated from the aerial parts of Agrimonia pilosa Ledeb. Their structures were established based on extensive spectroscopic and MS analysis. The absolute configuration of compound 1 was deduced by circular dichroism (CD). Compound 1 was the first example of a 28-norursene backbone isolated from the genus Agrimonia. Compounds 2-6 were tested for anti-inflammatory activities against RAW 264.7 macrophages. A plausible biosynthetic pathway for compound 1 in A. pilosa was also proposed.
