Mexicanolide-Type Limonoids from the Roots of Trichilia sinensis

Liu, Shou-Bai; Mei, Wen‐Li; Chen, Huiqin; Guo, Zhi‐Kai; Dai, Hao‐Fu; Zhunian, Wang

doi:10.3390/molecules21091152

Cited by 13 publications

(4 citation statements)

References 9 publications

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“…There have been widespread efforts to identify new AChE inhibitors from natural sources, but only limited work has focused on limonoids. Recently, three limonoids isolated from Trichilia welwitschii were reported to show weak to moderate inhibitory effects on AChE activity [14,29]. Our present findings suggest for the first time that another limonoid, methyl nomilinate (1), is a potential AChE activity inhibitor.…”

Section: Limonoid As a Potential Ache Activity Inhibitorsupporting

confidence: 48%

Chemical constituents from the fruits of Citrus unshiu and their inhibitory effects on acetylcholinesterase

Baek

Lee

Kang

et al. 2017

Maced. J. Chem. Chem. Eng.

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Acetylcholinesterase (AChE) inhibition has been considered a promising temporary treatment for Alzheimer’s disease. The present study was conducted to isolate chemical constituents from the fruit of Citrus unshiu Markovich (Rutaceae) and evaluate their inhibitory effects on AChE. Phytochemical investigation of C. unshiu fruit led to the isolation of methyl nomilinate (1), limocitrunshin (2), nobiletin (3), kaempferol 3-O-rutinoside (4), limocitrin 3-glucoside (5), kaempferol 3-(2G-rhamnosylrutinoside) (6), didymin (7), (2S)-narirutin 4'-O-glucoside (8) and naringenin 7-O-rutinoside (9). The structures were identified with 1H and 13C NMR spectroscopic data and ESI-MS, then comparison of their spectroscopic and physical data with those previously reported, as well as by measurement of their specific rotations. A limonoid, methyl nomilinate (1), inhibited AChE activity by more than 50% at a concentration of 30 μg/ml. The findings in this study provide the first experimental evidence that a limonoid compound 1 from C. unshiu fruit acts as a natural AChE inhibitor.

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Section: Limonoid As a Potential Ache Activity Inhibitorsupporting

confidence: 48%

Chemical constituents from the fruits of Citrus unshiu and their inhibitory effects on acetylcholinesterase

Baek

Lee

Kang

et al. 2017

Maced. J. Chem. Chem. Eng.

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“…8). Nearly 300 mexicanolides ( C1–C294 ) 36,51,56,64,70–73,84–86,98,126,129,144,162,183,189,190,199,201,206,207,209,210,215–266 were isolated from 21 plant species belonging to 14 genera (Table S1.11†), of which the genera Xylocarpus (147, 48.0%), Khaya (36, 12.2%), and Trichilia (33, 11.2%) contributed the most. 9,10- Seco mexicanolides ( C271–C294 ) were rare in previous studies and were mainly isolated from Xylocarpus , which included four 30(8→9)- abeo -mexicanolides ( C290–C293 ).…”

Section: Latest Limonoids Discovered From the Meliaceae Familymentioning

confidence: 99%

Research progress of meliaceous limonoids from 2011 to 2021

Luo

Sun

et al. 2022

Nat. Prod. Rep.

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“…Compounds (769, 804, 806) at 50 and 100 µM in vitro, exhibited significant inhibitory effect on adipocyte differentiation in 3T3-L1 cells in dose dependent manner while compounds (766, 767, 768, 769, 770, 805, 847) exhibited weak inhibitory effect 339 . At 50 mg/mL compounds (777, 791, 836, 869, 914, 889, 892), showed in vitro Acetylcholinesterase inhibitory activity with inhibition rate of 18.8 %, 18.5 %, 21.2 %, 23.7, 25.69, 15.47 and 13.48 % respectively 341,366 . Compounds (1326, 1331, 1337) exhibited moderate anti-H1N1 activity with IC 50 values of 113.5, 121.5 and 77.1 µM respectively compared to positive control ribavirin with IC 50 value of 185.9 µM 352 .…”

Section: Antineoplastic Activitymentioning

confidence: 99%

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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Mexicanolide-Type Limonoids from the Roots of Trichilia sinensis

Cited by 13 publications

References 9 publications

Chemical constituents from the fruits of Citrus unshiu and their inhibitory effects on acetylcholinesterase

Chemical constituents from the fruits of Citrus unshiu and their inhibitory effects on acetylcholinesterase

Research progress of meliaceous limonoids from 2011 to 2021

Chemistry and Biology of Novel Meliaceae Limonoids

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