Calanquinone A (1) was isolated from an EtOAc-soluble extract of Calanthe arisanensis through bioassay-guided fractionation. Its structure was identified by spectroscopic methods. Compound 1 showed potent cytotoxicity (EC(50)<0.5microg/mL) against lung (A549), prostate (PC-3 and DU145), colon (HCT-8), breast (MCF7), nasopharyngeal (KB), and vincristine-resistant nasopharyngeal (KB-VIN) cancer cell lines, and interestingly, showed an improved drug resistance profile compared to paclitaxel. The total synthesis of 1 was also achieved and is reported herein.
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http://dx.doi.org/10.1016/j.bmcl.2008.06.099 | DOI Listing |
J Ethnopharmacol
March 2022
CAS Key Laboratory of Plant Germplasm and Specialty Agriculture, Wuhan Botanical Garden, Chinese Academy of Sciences, Wuhan, 430074, China; Sino-Africa Joint Research Center, Chinese Academy of Sciences, Wuhan, 430074, China; University of Chinese Academy of Sciences, Beijing, 100049, China. Electronic address:
Ethnopharmacological Relevance: The Genus Calanthe (family Orchidaceae) consists of more than 207 species distributed in both tropical and subtropical regions. In traditional medicine, Calanthe species provide remedies against various conditions such as arthritis, rheumatism, traumatic injuries, snake-bites, abdominal discomfort, nose bleeding, common colds, ulcers, chronic coughs, and others. Some species are also used as aphrodisiacs, tonics, and as pain relievers on joints and toothaches.
View Article and Find Full Text PDFThree phenanthrenes (1-3), four indole alkaloids (4-7) and one steroid (8) were isolated from the leaves of Calanthe arisanensis for the first time. In the antiplatelet aggregation assay, phenanthrenes 1 and 2 showed potential antiplatelet activity. We have reported and discussed here the antiplatelet aggregation properties of the eleven naturally-occurring phenanthrenes (1-2 and 9-17) isolated from the underground part of the plant and eighteen chemically synthesized phenanthrenes (18-35).
View Article and Find Full Text PDFBot Stud
December 2013
Biology Department, National Museum of Natural Science, No 1, Kuan-Chien Rd.,, Taichung, Taiwan.
Background: Natural hybridization in plants is a vital mechanism of speciation. Calanthe arisanensis and C. sieboldii occur in the same habitat in northern Taiwan, where there are a number of plants whose morphologically characters are similar in between of these two species.
View Article and Find Full Text PDFJ Nat Prod
February 2009
Natural Products Research Laboratories, Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599, USA.
Two new phenanthrenequinones, calanquinones B and C (2 and 3) and four new 9,10-dihydrophenanthrenes, calanhydroquinones A-C (4-6) and calanphenanthrene A (7), along with five known compounds (1 and 8-11), were isolated from an EtOAc-soluble extract of Calanthe arisanensis through bioassay-guided fractionation. Their structures were identified from spectroscopic data, and the compounds were tested for in vitro cytotoxic activity against human lung (A549), prostate (PC-3 and DU145), colon (HCT-8), breast (MCF-7), nasopharyngeal (KB), and vincristine-resistant nasopharyngeal (KBVIN) cancer cell lines. Compound 1 showed the highest potency (EC(50) < 0.
View Article and Find Full Text PDFBioorg Med Chem Lett
August 2008
Natural Products Research Laboratories, School of Pharmacy, University of North Carolina at Chapel Hill, 315 Beard Hall, CB# 7360, NC 27599-7360, USA.
Calanquinone A (1) was isolated from an EtOAc-soluble extract of Calanthe arisanensis through bioassay-guided fractionation. Its structure was identified by spectroscopic methods. Compound 1 showed potent cytotoxicity (EC(50)<0.
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