Antispasmodic activity of prenylated phenolic compounds from the root bark of morus nigra

Zoofishan Zoofishan, Norbert Kúsz, Attila Csorba, Gábor Tóth, Judit Hajagos-Tóth, Anna Kothencz, R. Gáspár, Attila Hunyadi

Research output: Contribution to journalArticle

Abstract

Black mulberry is a widely acknowledged ancient traditional medicine. Its extract and constituents have been reported to exert various bioactivities including antimicrobial, hypotensive, analgesic etc. effects. While black mulberry preparations are also used as antispasmodic agents in folk medicine, no related studies are available on its isolated constituents. Through an extensive chromatographic purification, seven phenolic compounds were isolated from the methanol extract of Morus nigra root bark, including morusin (1), kuwanon U (2), kuwanon E (3), moracin P (4), moracin O (5), albanol A (6), and albanol B (7). A complete NMR signal assignment of moracin P and O was achieved, and related literature errors confusing the identity of moracin derivatives are hereby clarified. Compounds 2, 5 and 7 were identified as strong antispasmodic agents on isolated rat ileum and tracheal smooth muscles, while compound 3, a methoxy derivative of 2, was inactive. Moracin O (5) inhibited the ileal and tracheal smooth muscle contractions with Emax values of 85% and 302 mg, respectively. Those actions were superior as compared with papaverine. Our findings demonstrate that prenylated arylbenzofurans, geranylated flavonoids and Diels-Alder adducts from Morus nigra are valuable antispasmodic agents. Compounds 2, 5 and 7 are suggested as marker compounds for quality control of antispasmodic mulberry preparations. Moracin O (5) is a new lead compound for related drug development initiatives.

Original languageEnglish
Article number2497
JournalMolecules
Volume24
Issue number13
DOIs
Publication statusPublished - Jan 1 2019

Fingerprint

Morus
Parasympatholytics
smooth muscle
medicine
muscular function
Medicine
lead compounds
Muscle
Traditional Medicine
preparation
Smooth Muscle
quality control
Lead compounds
Derivatives
purification
markers
Papaverine
adducts
rats
drugs

Keywords

  • Arylbenzofuran
  • Asthma
  • Gastrointestinal disorder
  • Mulberry polyphenol
  • Prenylflavonoid
  • Spasmolytic

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Zoofishan, Z., Kúsz, N., Csorba, A., Tóth, G., Hajagos-Tóth, J., Kothencz, A., ... Hunyadi, A. (2019). Antispasmodic activity of prenylated phenolic compounds from the root bark of morus nigra. Molecules, 24(13), [2497]. https://doi.org/10.3390/molecules24132497

Antispasmodic activity of prenylated phenolic compounds from the root bark of morus nigra. / Zoofishan, Zoofishan; Kúsz, Norbert; Csorba, Attila; Tóth, Gábor; Hajagos-Tóth, Judit; Kothencz, Anna; Gáspár, R.; Hunyadi, Attila.

In: Molecules, Vol. 24, No. 13, 2497, 01.01.2019.

Research output: Contribution to journalArticle

Zoofishan, Z, Kúsz, N, Csorba, A, Tóth, G, Hajagos-Tóth, J, Kothencz, A, Gáspár, R & Hunyadi, A 2019, 'Antispasmodic activity of prenylated phenolic compounds from the root bark of morus nigra', Molecules, vol. 24, no. 13, 2497. https://doi.org/10.3390/molecules24132497
Zoofishan Z, Kúsz N, Csorba A, Tóth G, Hajagos-Tóth J, Kothencz A et al. Antispasmodic activity of prenylated phenolic compounds from the root bark of morus nigra. Molecules. 2019 Jan 1;24(13). 2497. https://doi.org/10.3390/molecules24132497
Zoofishan, Zoofishan ; Kúsz, Norbert ; Csorba, Attila ; Tóth, Gábor ; Hajagos-Tóth, Judit ; Kothencz, Anna ; Gáspár, R. ; Hunyadi, Attila. / Antispasmodic activity of prenylated phenolic compounds from the root bark of morus nigra. In: Molecules. 2019 ; Vol. 24, No. 13.
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