1H and 13C NMR assignments of two new isomeric bisbenzylisoquinoline alkaloids from Cissampelos sympodialis Eichl. (Menispermaceae)

Marinho, Alexsandro Fernandes; Oliveira, Elder Eldervitch Carneiro de; Tavares, Josean Fechine; Braz-Filho, Raimundo; Barbosa-Filho, José Maria

doi:10.1002/mrc.3941

Cited by 6 publications

(2 citation statements)

References 7 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The extract was concentrated under reduced pressure to afford 111 g of crude ethanolic extract of the rhizomes (EtOHrz). The tertiary alkaloid fraction of the ethanolic crude extract of rhizomes (TAFrz, 15.8 g) was obtained by conventional acid/base extraction as previously described ( Marinho et al, 2013 ). The use of the plant material in this study was registered in the Brazilian National System for the Management of Genetic Heritage and Associated Traditional Knowledge under the protocol number A3016A6.…”

Section: Methodsmentioning

confidence: 99%

Bisbenzylisoquinoline Alkaloids of Cissampelos Sympodialis With in Vitro Antiviral Activity Against Zika Virus

et al. 2021

View full text Add to dashboard Cite

In search of new antiviral compounds against Zika virus we conducted a bioassay-guided fractionation of bisbenzyilisoquinoline alkaloids isolated from Cissampelos sympodialis (Menispermaceae), a medicinal plant species endemic to Brazil. Six subfractions were obtained from a tertiary alkaloidal fraction of the rhizomes (TAFrz) using preparative high-performance liquid chromatography. All the subfractions were tested against Zika virus-infected Vero cells as the cellular model to evaluate cytotoxicity and antiviral effective concentrations. The results showed that three of the six TAFrz subfractions tested were active. The most active ones were the subfraction 6 (that consisted of the alkaloids methylwarifteine and warifteine present as a mixture at a ratio of 8.8:1.2 respectively) and the subfraction 5, that was later identified as warifteine, the major tertiary alkaloid of this species. Warifteine was able to significantly reduce virus titer in Zika virus-infected Vero cells with an IC50 of 2.2 μg/ml and this effect was selective (selectivity index, SI = 68.3). Subfraction 6 had an IC50 = 3.5 μg/ml and was more cytotoxic than pure warifteine, with SI = 6.14. Fraction 5 and fraction 6 were more potent in decreasing the viral titer of Zika virus-infected Vero cells than 6-methylmercaptopurine riboside (IC50 = 24.5 μg/ml and SI = 11.9), a mercaptopurine riboside with ZIKV antiviral activity used as a positive control. Our data demonstrate that alkaloids of the bisbenzylisoquinoline type may be explored as new antiviral agents or as an useful pharmacophore for investigating ZIKV antiviral activity.

show abstract

Section: Methodsmentioning

confidence: 99%

Bisbenzylisoquinoline Alkaloids of Cissampelos Sympodialis With in Vitro Antiviral Activity Against Zika Virus

et al. 2021

View full text Add to dashboard Cite

show abstract

“…In addition, one 108 Octadecanoic acid ethyl ester C. Owariensis [61] Table 2. 13 C-NMR data of the main biologically active compounds 8, 9, [62] 10 and 11 [27] Position 8 [a] ) 9 [a] ) 10 [a] ) 11 [a] ) [a] ) Recorded in CDCl 3…”

Section: Flavonoidsmentioning

confidence: 99%

Phytochemical Constituents and Biological Activities of Plants from the GenusCissampelos

Yan

et al. 2021

Chemistry & Biodiversity

View full text Add to dashboard Cite

Cissampelos is a significant genus comprising of approximately 21 species of the medicinal plants (Menispermaceae). The plants of this genus are used in traditional medicine for the treatment of various ailments such as asthma, arthritis, dysentery, hyperglycemia, cardiopathy, hypertension and other related problems. These plants are rich in bioactive dibenzylisoquinoline and aborphine as well as small amounts of other ingredients. In recent years, the chemical constituents and pharmacological activities of Cissampelos genus have been paid more and more attention due to their diversity. Herein, we compile the chemical constituents and biological activities on this genus, and summarize the 13C‐NMR data of the main bioactive ingredients. All information comes from scientific databases such as Google Scholar, PubMed, Sci‐Finder, ScienceDirect, Web of Science and CNKI. It provides valuable data for the future research and development of Cissampelos genus.

show abstract

Cissampelos genus: biological activities, ethnobotanical and phytochemical aspects

et al. 2020

View full text Add to dashboard Cite

¹H and ¹³C NMR assignments of two new isomeric bisbenzylisoquinoline alkaloids from Cissampelos sympodialis Eichl. (Menispermaceae)

Cited by 6 publications

References 7 publications

Bisbenzylisoquinoline Alkaloids of Cissampelos Sympodialis With in Vitro Antiviral Activity Against Zika Virus

Bisbenzylisoquinoline Alkaloids of Cissampelos Sympodialis With in Vitro Antiviral Activity Against Zika Virus

Phytochemical Constituents and Biological Activities of Plants from the GenusCissampelos

Cissampelos genus: biological activities, ethnobotanical and phytochemical aspects

Contact Info

Product

Resources

About