Two tirucallane derivatives from Paramignya scandens and their cytotoxic activity

Phan, Nguyen Huu Toan; Thuan, Nguyen Thi; Ngọc, Ninh Thị; Huong, Pham Thi; Thao, Nguyen Phuong; Cuong, Nguyen Xuan; Thành, Nguyễn Văn; Nam, Nguyen Hoai; Kiệm, Phan Văn; Minh, Châu Văn

doi:10.1016/j.phytol.2014.04.011

Cited by 11 publications

(6 citation statements)

References 10 publications

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“…Compound (27) is C25 methoxy analog of previously reported Melianodiol 51,52 . Compound (28) is C3 epimer of previously reported Paramignyol A 53 . Compounds (29 and 30) are C21 methoxy, C25 dehydroxy ∆ 25,26 and C25 dehydroxy ∆ 25,26 analogs of Melianodiol respectively.…”

Section: Protolimonoid/tirucallanetriterpenoidmentioning

confidence: 85%

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Chemistry and Biology of Novel Meliaceae Limonoids

Mulani

Nandikol

Thulasiram

2022

Preprint

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Nature has bestowed us with abundant bioactive/drug molecules for various uses in our everyday life. One such group of plant specialized molecules is limonoids, which are structurally characterized as 4,4,8-trimethyl-17-furanyl steroidal skeleton. Limonoids are well known for their various biological activities such as potent anti-feedent, anti-cancer, anti-inflammatory, insecticidal, anti-diabetic, anti-viral, anti-microbial etc. These tetranortriterpenes are highly oxygenated and structurally diversified molecules majorly found in Meliaceae and Rutaceae and less frequently in the Cneoraceae families in the plant kingdom. Many of these plants have been used in traditional medicine from ages. One of the well-known limonoid, azadirachtin A is highly valued and widely popular for its outstanding insecticidal properties. Till date, nearly 2500 limonoids with over 35 unique carbon frameworks have been observed. In recent times, these molecules have dig a great interest among researchers due to their myriad biological properties. With the advancement of analytical techniques, the limonoid research is aced to explore more different molecules from their sources. In our review we cover all the Meliaceous limonoids isolated during July 2010 to Dec 2020. We found over 1502 new limonoids, which are reported from various Meliaceae plants after Jun 2010. We have classified them based on their skeletal structure rearrangements and functional groups into various classes such as protolimonoids, Apoprotolionoid, Azadirone, Vilasinin, Cedrelone, Havanensin, Trichilin, Nimbin, Salannin, Azadirachtin, Nimbolidin, Nimbolinin, Obacunol, Evodulone, Trijugin, Cipadesin, Andirobin, Mexicanolide, Phragmalin, Khayanolide, Preieurianin, Aphanamixoid, Nor Limonoid and N-containing derivatives. Further we have discussed their biological activities in detail.

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Section: Protolimonoid/tirucallanetriterpenoidmentioning

confidence: 85%

“…Compound ( 50) is a C25 methoxy analog of compound (49). Compounds (51)(52)(53)(54) contain six membered lactone ring at C17 and vary among each other in lactone ring substituents. Toonaciliatavarin D ( 55) is C3 epimer of Sapelin B reported previously 58 .…”

Section: Protolimonoid/tirucallanetriterpenoidmentioning

confidence: 99%

Chemistry and Biology of Novel Meliaceae Limonoids

Mulani

Nandikol

Thulasiram

2022

Preprint

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“…As a part of our ongoing investigations on medicinal plants growing in Lamdong province, Vietnam, [6][7][8] the methanol (MeOH) extract of Choerospondias axillaris branches and leaves wre found to exhibit cytotoxicity against hepatocellular carcinoma (Hep-G2) and rhabdomyosarcoma (RD) human cancer cell lines with half-maximal inhibitory concentration (IC 50 ) values of 8.02 and 10.08 µg/mL, respectively. In Vietnam, this plant is found in glades in semideciduous forests in Son La, Lao Cai, Bac Giang, Quang Ninh, Nghe An, Ha Tinh, Kon Tum, Dak Lak, and Lam Dong provinces.…”

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Limonoids From Choerospondias axillaris

Phan

Thuan

Hiền

et al. 2020

Natural Product Communications

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Eight limonoids (1-8), including 1 new compound named as axillariol A (1), were isolated from the dichloromethane extract of Choerospondias axillaris branches and leaves using various chromatographic separations. Their structures were confirmed by detailed analysis of the 1-dimensional (1D), 2D nuclear magnetic resonance, and high-resolution electrospray ionization quadrupole time-of-flight mass spectra. In addition, toonaciliatins N (6) and toonaciliatins O (7) showed selective and significant cytotoxicity on the rhabdomyosarcoma human cancer cell line with half-maximal inhibitory concentration values of 9.12 and 7.79 µM, respectively.

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“…In Vietnam, the genus Paramignya comprises about 7 species, distributed mostly in the central and southern portion of the country. 1 To date, phytochemical studies of this genus have focused on only 4 species: P. monophylla , 2,3 P. griffithii , 4 P. scandens, 5 and P. trimera . 6 -8 Coumarin compounds and their glycosides were found to be the dominant chemical class in this genus, together with triterpenes, chromene derivatives, alkaloids, and phenolic compounds.…”

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confidence: 99%

“…6 -8 Coumarin compounds and their glycosides were found to be the dominant chemical class in this genus, together with triterpenes, chromene derivatives, alkaloids, and phenolic compounds. 3 -11 In Vietnamese traditional medicine, P. trimera is well known as a medicinal plant used to treat liver diseases and cancer. 6,12 Recent pharmacological studies have shown that P. trimera possesses antioxidant, 12 -14 cytotoxic, 12 hepatoprotective, 12 anti-inflammatory, 8 antiproliferative, 14 and α-glucosidase inhibitory activities.…”

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confidence: 99%

New Constituents From the Roots and Stems of Paramignya trimera

Hương

Hà

Cuong

et al. 2019

Natural Product Communications

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Paramignya trimera (Oliv.) Guill. (Rutaceae), mostly distributed in the southern regions of Vietnam, has been used as a medicinal plant for treatment of liver diseases and cancer. From the methanol extract of the roots and stems of P. trimera, 3 new compounds (1-3) were isolated, including ninhvanin B (1), paramitrimerol (2), and parabacunoic acid (3), and a known alkaloid, citrusinine-I (4). The structures of these compounds were elucidated by electrospray ionization mass spectrometry and nuclear magnetic resonance spectral analysis, as well as by comparison with literature data.

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Two tirucallane derivatives from Paramignya scandens and their cytotoxic activity

Cited by 11 publications

References 10 publications

Chemistry and Biology of Novel Meliaceae Limonoids

Chemistry and Biology of Novel Meliaceae Limonoids

Limonoids From Choerospondias axillaris

New Constituents From the Roots and Stems of Paramignya trimera

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