Isoprenylated Flavonoids and 2-Arylbenzofurans from the Root Bark of L. and Their Cytotoxic Activity Against HGC27 Cancer Cells

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2024 Jan 11

PMID 38202613

Authors

Hangyi Pu

Dongyi Cao

Xue Zhou

Fu Li

Lun Wang

Mingkui Wang

Affiliations

Soon will be listed here.

Abstract

Three new compounds (, , and ), together with 32 known ones, were isolated from the root bark of L. using various chromatographic methods. The structures of the undescribed compounds were elucidated based on 1D, 2D NMR, and HRESIMS dataanalysis, while the known ones were identified by comparison of their spectroscopic data with those reported in the literature. All the isolates were evaluated for their cytotoxic activities against human gastric cancer HGC27 cells by CCK-8 assay. Among them, compounds , , , and exhibited cytotoxic activities on HGC27 cells with IC values of 33.76 ± 2.64 μM, 28.94 ± 0.72 μM, 6.08 ± 0.34 μM, and 10.24 ± 0.89 μM, respectively. Furthermore, compound was confirmed to reduce proliferation ability, increase apoptosis rate, and inhibit cell migration pathway by annexin V/PI double staining experiment, transwell experiment, and Western blot analysis.

Citing Articles

Prenylated Flavonoids of the Moraceae Family: A Comprehensive Review of Their Biological Activities.

Morante-Carriel J, Zivkovic S, Najera H, Selles-Marchart S, Martinez-Marquez A, Martinez-Esteso M Plants (Basel). 2024; 13(9).

PMID: 38732426 PMC: 11085352. DOI: 10.3390/plants13091211.

References

Zhang X, Wang S, Sun W, Wei C . Isoliquiritigenin inhibits proliferation and metastasis of MKN28 gastric cancer cells by suppressing the PI3K/AKT/mTOR signaling pathway. Mol Med Rep. 2018; 18(3):3429-3436. DOI: 10.3892/mmr.2018.9318. View

Jin Y, Lin C, Lu T, Li J, Chen I, Kuo Y . Chemical constituents derived from Artocarpus xanthocarpus as inhibitors of melanin biosynthesis. Phytochemistry. 2015; 117:424-435. DOI: 10.1016/j.phytochem.2015.07.003. View

Kikuchi T, Nihei M, Nagai H, Fukushi H, Tabata K, Suzuki T . Albanol A from the root bark of Morus alba L. induces apoptotic cell death in HL60 human leukemia cell line. Chem Pharm Bull (Tokyo). 2010; 58(4):568-71. DOI: 10.1248/cpb.58.568. View

Patil A, Freyer A, Killmer L, Offen P, Taylor P, Votta B . A new dimeric dihydrochalcone and a new prenylated flavone from the bud covers of Artocarpus altilis: potent inhibitors of cathepsin K. J Nat Prod. 2002; 65(4):624-7. DOI: 10.1021/np0105634. View

Fujimoto T, Hano Y, Nomura T, Uzawa J . Components of Root Bark of Cudrania tricuspidata 2. Structures of Two New Isoprenylated Flavones, Cudraflavones A and B. Planta Med. 1984; 50(2):161-3. DOI: 10.1055/s-2007-969660. View

Wang L, Yang Y, Liu C, Chen R . Three new compounds from Morus nigra L. J Asian Nat Prod Res. 2010; 12(6):431-7. DOI: 10.1080/10286020.2010.489824. View

Zheng Z, Zhang Q, Chen R, Yu D . Four new flavonoids from Morus australis. J Asian Nat Prod Res. 2012; 14(3):263-9. DOI: 10.1080/10286020.2011.650917. View

Asano N, Yamashita T, Yasuda K, Ikeda K, Kizu H, Kameda Y . Polyhydroxylated alkaloids isolated from mulberry trees (Morusalba L.) and silkworms (Bombyx mori L.). J Agric Food Chem. 2001; 49(9):4208-13. DOI: 10.1021/jf010567e. View

Geng C, Yao S, Xue D, Zuo A, Zhang X, Jiang Z . New isoprenylated flavonoid from Morus alba. Zhongguo Zhong Yao Za Zhi. 2010; 35(12):1560-5. View

10.

Cui X, Chen H, Chen R . [Study on Diels-Alder type adducts from stem barks of Morus yunanensis]. Zhongguo Zhong Yao Za Zhi. 2009; 34(3):286-90. View

11.

Zheng Z, Tan H, Wang M . Tyrosinase inhibition constituents from the roots of Morus australis. Fitoterapia. 2012; 83(6):1008-13. DOI: 10.1016/j.fitote.2012.06.001. View

12.

Gao Z, Deng G, Li Y, Huang H, Sun X, Shi H . Actinidia chinensis Planch prevents proliferation and migration of gastric cancer associated with apoptosis, ferroptosis activation and mesenchymal phenotype suppression. Biomed Pharmacother. 2020; 126:110092. DOI: 10.1016/j.biopha.2020.110092. View

13.

Wu D, Zhang X, Huang X, He X, Wang G, Ye W . [Chemical constituents from root barks of Morus atropurpurea]. Zhongguo Zhong Yao Za Zhi. 2010; 35(15):1978-82. DOI: 10.4268/cjcmm20101514. View

14.

Zhang Q, Zheng Z, Chen R, Yu D . Two new dimeric stilbenes from the stem bark of Morus australis. J Asian Nat Prod Res. 2009; 11(2):138-41. DOI: 10.1080/10286020802573404. View

15.

Zhang Y, Luo J, Wan C, Zhou Z, Kong L . Geranylated 2-arylbenzofurans from Morus alba var. tatarica and their α-glucosidase and protein tyrosine phosphatase 1B inhibitory activities. Fitoterapia. 2013; 92:116-26. DOI: 10.1016/j.fitote.2013.10.017. View

16.

Cui X, Wang H, Liu C, Chen R . [Study of anti-oxidant phenolic compounds from stem barks of Morus yunanensis]. Zhongguo Zhong Yao Za Zhi. 2008; 33(13):1569-72. View

17.

Guo S, Liu L, Zhang S, Yang C, Yue W, Zhao H . Chemical characterization of the main bioactive polyphenols from the roots of Morus australis (mulberry). Food Funct. 2019; 10(10):6915-6926. DOI: 10.1039/c9fo01457h. View

18.

Takahashi M, Takara K, Toyozato T, Wada K . A novel bioactive chalcone of Morus australis inhibits tyrosinase activity and melanin biosynthesis in B16 melanoma cells. J Oleo Sci. 2012; 61(10):585-92. DOI: 10.5650/jos.61.585. View

19.

culenova M, Sychrova A, Hassan S, Berchova-Bimova K, Svobodova P, Helclova A . Multiple In vitro biological effects of phenolic compounds from Morus alba root bark. J Ethnopharmacol. 2019; 248:112296. DOI: 10.1016/j.jep.2019.112296. View

20.

Jung J, Ko W, Park J, Seo K, Oh E, Lee D . Isoprenylated flavonoids from the root bark of Morus alba and their hepatoprotective and neuroprotective activities. Arch Pharm Res. 2015; 38(11):2066-75. DOI: 10.1007/s12272-015-0613-8. View