Novel bioactive clerodane diterpenoids from the leaves and twigs of Casearia sylvestris.
Fractionation of a methanol extract of the leaves and twigs of Casearia sylvestris, as directed by activity against KB cell cytotoxicity, led to the isolation of three novel clerodane diterpenoids, casearvestrins A-C (1-3). The structures of 1-3 were deduced from one- and two-dimensional NMR experiments, including relative stereochemical assignments based on ROESY correlations and COSY coupling constants. All three compounds displayed promising bioactivity, both in cytotoxicity assays against a panel of tumor cell lines and in antifungal assays via the growth inhibition of Aspergillus niger in a disk diffusion assay.
Oberlies
Nicholas H
NH
Chemistry and Life Sciences, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709-2194, USA.
Burgess
Jason P
JP
Navarro
Hernán A
HA
Pinos
Rosa Elena
RE
Fairchild
Craig R
CR
Peterson
Russell W
RW
Soejarto
Djaja D
DD
Farnsworth
Norman R
NR
Kinghorn
A Douglas
AD
Wani
Mansukh C
MC
Wall
Monroe E
ME
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001234:Aspergillus niger / Q000187:drug effects; D003110:Colonic Neoplasms; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004484:Ecuador; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells / Q000187:drug effects; D008175:Lung Neoplasms; D019684:Magnoliopsida / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010051:Ovarian Neoplasms; D018515:Plant Leaves / Q000737:chemistry; D018520:Plant Shoots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000935:Antifungal Agents; D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; C451124:casearvestrin A; C451125:casearvestrin B; C451126:casearvestrin C