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New limonoids and quinolone alkaloids with cytotoxic and anti-platelet aggregation activities from Evodia rutaecarpa (Juss.) Benth.
Fitoterapia. 2021 Jul; 152:104875.F

Abstract

One new limonoid, named 19-hydroxy methyl isoobacunoate diosphenol (1); one new degraded limonoid, named 9α-methoxyl dictamdiol (9); two new quinolone alkaloids, 1-methyl-3-[(7E,9E,12Z)-7,9,12-pentadecadienyl]-4(1H)-quinolone (11) and 1-methyl-3-[(7E,9E,11E)-7,9,11-pentadecadienyl]-4(1H)-quinolone (12), along with eight known compounds, evodol (2), 7β-acetoxy-5-epilimonin (3), rutaevine (4), 6β-acetoxy-5-epilimonin (5), limonin (6), obacunone (7), clauemargine L (8), hiiranlactone E (10) were isolated from the fruits of Evodia rutaecarpa (Juss.) Benth.. Structures of the four new compounds were elucidated on the basis of extensive spectroscopic techniques, including 1D and 2D NMR techniques. Compounds 3, 5, 9, 11 and 12 showed obviously cytotoxic activity against six human tumor lines, while compounds 11, 12 displayed anti-platelet aggregation induced by ADP at 50 μM and 100 μM.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Qin J
School of Medicine, Kunming University, Kunming, PR China. Electronic address: 773562351@qq.com.
Liao CN
School of Medicine, Kunming University, Kunming, PR China.
Chen WW
School of Medicine, Kunming University, Kunming, PR China.
Li HY
School of Medicine, Kunming University, Kunming, PR China.
Su J
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China.
Wu XD
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China.
He JB
School of Medicine, Kunming University, Kunming, PR China. Electronic address: 147976602@qq.com.
Zhang GH
School of Medicine, Kunming University, Kunming, PR China. Electronic address: 85595783@qq.com.

MeSH

AlkaloidsAntineoplastic Agents, PhytogenicBlood PlateletsCell Line, TumorChinaEvodiaFruitHumansLimoninsMolecular StructurePhytochemicalsPlatelet AggregationQuinolones

Pub Type(s)

Journal Article

Language

eng

PubMed ID

33675886

Citation

Qin, Jing, et al. "New Limonoids and Quinolone Alkaloids With Cytotoxic and Anti-platelet Aggregation Activities From Evodia Rutaecarpa (Juss.) Benth." Fitoterapia, vol. 152, 2021, p. 104875.
Qin J, Liao CN, Chen WW, et al. New limonoids and quinolone alkaloids with cytotoxic and anti-platelet aggregation activities from Evodia rutaecarpa (Juss.) Benth. Fitoterapia. 2021;152:104875.
Qin, J., Liao, C. N., Chen, W. W., Li, H. Y., Su, J., Wu, X. D., He, J. B., & Zhang, G. H. (2021). New limonoids and quinolone alkaloids with cytotoxic and anti-platelet aggregation activities from Evodia rutaecarpa (Juss.) Benth. Fitoterapia, 152, 104875. https://doi.org/10.1016/j.fitote.2021.104875
Qin J, et al. New Limonoids and Quinolone Alkaloids With Cytotoxic and Anti-platelet Aggregation Activities From Evodia Rutaecarpa (Juss.) Benth. Fitoterapia. 2021;152:104875. PubMed PMID: 33675886.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New limonoids and quinolone alkaloids with cytotoxic and anti-platelet aggregation activities from Evodia rutaecarpa (Juss.) Benth. AU - Qin,Jing, AU - Liao,Chao-Nan, AU - Chen,Wei-Wei, AU - Li,Hong-You, AU - Su,Jia, AU - Wu,Xing-De, AU - He,Jiang-Bo, AU - Zhang,Gao-Hong, Y1 - 2021/03/03/ PY - 2021/02/02/received PY - 2021/02/27/revised PY - 2021/02/28/accepted PY - 2021/3/7/pubmed PY - 2021/9/16/medline PY - 2021/3/6/entrez KW - Anti-platelet aggregation KW - Cytotoxic activity KW - Evodia rutaecarpa (Juss.) Benth. KW - Limonoid KW - Quinolone alkaloid SP - 104875 EP - 104875 JF - Fitoterapia JO - Fitoterapia VL - 152 N2 - One new limonoid, named 19-hydroxy methyl isoobacunoate diosphenol (1); one new degraded limonoid, named 9α-methoxyl dictamdiol (9); two new quinolone alkaloids, 1-methyl-3-[(7E,9E,12Z)-7,9,12-pentadecadienyl]-4(1H)-quinolone (11) and 1-methyl-3-[(7E,9E,11E)-7,9,11-pentadecadienyl]-4(1H)-quinolone (12), along with eight known compounds, evodol (2), 7β-acetoxy-5-epilimonin (3), rutaevine (4), 6β-acetoxy-5-epilimonin (5), limonin (6), obacunone (7), clauemargine L (8), hiiranlactone E (10) were isolated from the fruits of Evodia rutaecarpa (Juss.) Benth.. Structures of the four new compounds were elucidated on the basis of extensive spectroscopic techniques, including 1D and 2D NMR techniques. Compounds 3, 5, 9, 11 and 12 showed obviously cytotoxic activity against six human tumor lines, while compounds 11, 12 displayed anti-platelet aggregation induced by ADP at 50 μM and 100 μM. SN - 1873-6971 UR - https://www.unboundmedicine.com/medline/citation/33675886/New_limonoids_and_quinolone_alkaloids_with_cytotoxic_and_anti_platelet_aggregation_activities_from_Evodia_rutaecarpa__Juss___Benth_ DB - PRIME DP - Unbound Medicine ER -