Parviflorals A-F, trinorcadalenes and bis-trinorcadalenes from the roots of Decaschistia parviflora.
Trinorcadalenes, parviflorals A and B (1 and 2), and four bis-trinorcadalenes, parviflorals C-F (3-6), together with the known trinorcadalenes, syriacusins A (7) and C (8), scopoletin (9) and stigmasterol were isolated from roots of Decaschistia parviflora. Their structures were established by spectroscopic techniques. The CD spectra of the bis-trinorcadalenes (3-6) established their absolute configurations at the binaphthyl axis. Further, structure 6 was confirmed by a single-crystal X-ray crystallographic analysis. Compounds 2 and 6 showed antimalarial activity against Plasmodium falciparum with IC50 values of 11.45 and 6.85 μM, respectively. Compounds 1, 5, 7 and 8 also exhibited weak antifungal activity against Candida albicans, with IC50 values in the range of 37.03-197.68 μM. Compounds 1-3 and 5-8 showed weak antimycobacterial activity against Mycobacterium tuberculosis with MIC values in the range of 54.30-192.13 μM. In addition, several of these compounds possessed cytotoxicity towards the cancer cell lines, KB, MCF7 and NCI-H187 with IC50 values in the range of 2.20-90.09 μM.
Natural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand.
Nikhom
N
Wongsa
Somdej
S
Kanokmedhakul
Kwanjai
K
Kanokmedhakul
Palangpon
P
Kongsaeree
Samran
S
Prabpai
Stephen G
SG
Pyne
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use; D002176:Candida albicans / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells; D061986:MCF-7 Cells; D019660:Malvaceae / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D009369:Neoplasms / Q000188:drug therapy*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D018517:Plant Roots / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects*
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts
Antimalarial; Binaphthyl; Cytotoxicity; Decaschistia parviflora; Malvaceae; Parvifloral; Trinorcadalenes