Four new coumarinolignoids from seeds of Solanum indicum

Yin, Hai-Long; Li, Jie-Hui; Li, Jian; Li, Bin; Chen, Li; Tian, Yin; Liu, Shijun; Zhang, Tao; Dong, Jun-Xing

doi:10.1016/j.fitote.2012.09.002

Cited by 13 publications

(10 citation statements)

References 17 publications

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“…In general, all the tested extracts were able to control the infection compared with the control and the vehicle-treated groups. Solanum genus was characterized by steroidal alkaloid saponins [ 25 ], although phytochemical studies of Solanum species have also reported a wide variety of different chemical entities, such as carotenoids, phenolic compounds [ 26 ], sesquiterpenoids [ 27 ] and coumarins [ 28 ]. All these different compounds displayed antileishmanial activity [ 10 ].…”

Section: Discussionmentioning

confidence: 99%

Efficacy of Four Solanum spp. Extracts in an Animal Model of Cutaneous Leishmaniasis

et al. 2018

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Background: Leishmaniasis is a complex protozoa disease caused by Leishmania genus (Trypanosomatidae family). Currently, there have been renewed interests worldwide in plants as pharmaceutical agents. In this study, the in vivo efficacy of Solanum spp. is assessed in an L. amazonensis BALB/c mice model for experimental cutaneous leishmaniasis. Methods: Animals were infected with 5 × 106 metacyclic promastigotes and 30-day post-infection, a treatment with 30 mg/kg of Solanum extracts or Glucantime® (GTM) was applied intralesionally every four days to complete 5 doses. Results: Neither death nor loss of weight higher than 10% was observed. All the tested extracts were able to control the infection, compared with the infected and untreated group. Solanum havanense Jacq. extract showed the highest efficacy and was superior (p < 0.05) to GTM. Solanum myriacanthum Dunal., S. nudum Dunal. and S. seaforthianum Andr. extracts demonstrated a similar effect (p > 0.05) to GTM. An increase of IFN-γ (p < 0.05) was displayed only by animals treated with S. nudum compared to the group treated with a vehicle, while no differences (p > 0.05) were observed for IL-12. Conclusions: In vivo effects of Solanum extracts were demonstrated, suggesting that this genus could be further explored as a new antileishmanial alternative.

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Section: Discussionmentioning

confidence: 99%

Efficacy of Four Solanum spp. Extracts in an Animal Model of Cutaneous Leishmaniasis

et al. 2018

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“…13). The seeds of S. indicum yielded the highest number of coumarins 597 – 598 and 600 – 604 [535, 536], while coumestans 611 – 613 were from the whole plant of S. lyratum [88]. Scopolin ( 594 ), scopoletin ( 595 ) and coumarin ( 596 ) are the main coumarins in Solanum .…”

Section: Chemical Constituents and Their Biological Propertiesmentioning

confidence: 99%

“…Four coumarinolignoids known as indicumines A–D ( 614 – 617) were obtained from the seeds of S. indicum [535] (Fig. 14).…”

Section: Chemical Constituents and Their Biological Propertiesmentioning

confidence: 99%

“…Coumarinolignoids of the cleomiscosins type bearing cleomiscosins A–D, 8- epi -cleomiscosin A, and malloapeli A functionalities have been identified in a few genera, including Cleome viscosa , Mallotus apelta , and Rhododendron collettianum . The compounds with such functionalities, especially cleomiscosins A–C and 8- epi -cleomiscosin A, which contributed to biological activities, have been reported with hepatoprotective and tyrosinase inhibition activities [535].

Fig.…”

Section: Chemical Constituents and Their Biological Propertiesmentioning

confidence: 99%

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The Genus Solanum: An Ethnopharmacological, Phytochemical and Biological Properties Review

Kaunda

Zhang

2019

Nat. Prod. Bioprospect.

103

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Over the past 30 years, the genus Solanum has received considerable attention in chemical and biological studies. Solanum is the largest genus in the family Solanaceae, comprising of about 2000 species distributed in the subtropical and tropical regions of Africa, Australia, and parts of Asia, e.g., China, India and Japan. Many of them are economically significant species. Previous phytochemical investigations on Solanum species led to the identification of steroidal saponins, steroidal alkaloids, terpenes, flavonoids, lignans, sterols, phenolic comopunds, coumarins, amongst other compounds. Many species belonging to this genus present huge range of pharmacological activities such as cytotoxicity to different tumors as breast cancer (4T1 and EMT), colorectal cancer (HCT116, HT29, and SW480), and prostate cancer (DU145) cell lines. The biological activities have been attributed to a number of steroidal saponins, steroidal alkaloids and phenols. This review features 65 phytochemically studied species of Solanum between 1990 and 2018, fetched from SciFinder, Pubmed, ScienceDirect, Wikipedia and Baidu, using “Solanum” and the species’ names as search terms (“all fields”).

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“…The E stereochemistry of the double bond C-7 0 /C-8 0 was established on the basis of strong deshielding experienced by H-2 0 (d H 7.92) due to the proximity of the carbonyl group, similar to other componds with that double bond ( Figure 3) [7 -9]. Therefore, the structure of 1 was determined as (E)-2-(4-hydroxy-3-methoxybenzylidene)-5-methoxy-2H- [1,4] dioxino[2,3-h ]chromene-3,9-dione and was named indicumin E.…”

Section: Resultsmentioning

confidence: 99%

Two new coumarins from the seeds of Solanum indicum

Yin

et al. 2013

Journal of Asian Natural Products Research

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Two new coumarins, (E)-2-(4-hydroxy-3-methoxybenzylidene)-5-methoxy-2H-[1,4]dioxino[2,3-h]chromene-3,9-dione (indicumin E, 1) and 7-hydroxy-6,8-dimethoxy-3-(4'-hydroxy-3'-methoxyphenyl)-coumarin (2), together with two known coumarins isofraxidin (3) and fraxetin (4), were isolated from the Solanum indicum seeds. Their structures were established on the basis of 1D and 2D spectroscopic data. Compound 1 was the rarest coumarinolignoid known to date.

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Four new coumarinolignoids from seeds of Solanum indicum

Cited by 13 publications

References 17 publications

Efficacy of Four Solanum spp. Extracts in an Animal Model of Cutaneous Leishmaniasis

Efficacy of Four Solanum spp. Extracts in an Animal Model of Cutaneous Leishmaniasis

The Genus Solanum: An Ethnopharmacological, Phytochemical and Biological Properties Review

Two new coumarins from the seeds of Solanum indicum

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