Three new limonoids, limonophyllines A-C (1, 4 and 5), along with two known limonoids (2 and 3) and 11 acridone alkaloids (6-16) were isolated from the stems of Atalantia monophylla. All isolates were evaluated against cholangiocarcinoma, KKU-M156, and HepG2 cancer cell lines. Compounds 12, 14 and 16 displayed cytotoxicity against KKU-M156 cell line with IC ranging from 3.39 to 4.1 μg/mL while cytotoxicity against HepG2 cell line with IC ranging from 1.43 to 8.4 μg/mL. The structures of all isolated compounds were established by spectroscopic methods including 1D and 2D NMR, IR and mass spectrometry.
Four new dimeric styrenes, 1−4, were isolated from an EtOAc crude extract of the seeds of Atalantia monophylla. The biosynthetic pathway of 1 is proposed to involve a [2 + 2] cycloaddition, while 2−4 may be generated via a polar mechanism with a carbocation as the key intermediate. The structures of 1−4 were defined from spectroscopic analysis; experimental and calculated ECD spectra were used to characterize their absolute configurations. When tested against two different cancer cell lines, 1−4 were not determined to be cytotoxic (IC 50 > 10 μM).Atalantia monophylla (L.) DC., a species of plant in the family Rutaceae, 1,2 is found throughout India, Sri Lanka, and Southeast Asia and is known as "Ma Nao Phee" in Thai. 3 This medicinal plant has been used in folklore medicine for various purposes. 4,5 The leaves of this plant are used to treat itching and other skin ailments. 6 In turn, the oil from its fruits has been used for paralytic limbs and chronic rheumatism, while the roots have been used as an antispasmodic. 7−9 In previous work, seven new benzoyltyramine alkaloids (atalantums A−G) and five known derivatives were found in the peel of this plant. 10 As a continuation of studies on this plant, several compounds were isolated and identified, and their cytotoxic effects were tested against cholangiocarcinoma and hepatoma cell lines.Cholangiocarcinoma (CCA) is the most serious type of cancer in the northeast region of Thailand. 11 Infection by Opisthorchis viverrini, an endemic liver fluke that is commonly found in some types of freshwater fish, causes this disease. 12 A potentially curative therapy for the disease is surgical resection. 13 However, the poor prognosis for this tumor type leads to more than half of patients developing advanced CCA, 14,15 representing a type of unresectable malignancy. In addition, there is no effective anticancer drug for treating the disease. Thus, the development of effective therapeutic agents, especially from medicinal plants that display promising effects for the treatment of this type of cancer, is of great interest.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.