LVII.—The constituents of Solanum angustifolium: isolation of a new gluco-alkaloid, solangustine

Tutin, Frank; Clewer, Hubert William Bentley

doi:10.1039/ct9140500559

Cited by 8 publications

(3 citation statements)

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“…This also applies to solauricine (149 ). Solangustine contains only one glucose molecule (137) and solanocapsine and solanocapsidine apparently con tain no sugar (138).…”

Section: CXXVIIImentioning

confidence: 94%

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The Chemistry of the Steroids

Reichstein

Reich

1946

Annu. Rev. Biochem.

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“…This also applies to solauricine (149 ). Solangustine contains only one glucose molecule (137) and solanocapsine and solanocapsidine apparently con tain no sugar (138).…”

Section: CXXVIIImentioning

confidence: 94%

“…Except for solanocapsine (138) and perhaps for solangusti dine (137), the nitrogen in all alkaloids is tertiary. Hofmann degrada tions and the reactions with cyanogen bromide have been wholly un successful (147,150).…”

Section: CXXVIIImentioning

confidence: 99%

The Chemistry of the Steroids

Reichstein

Reich

1946

Annu. Rev. Biochem.

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“…Solasonine is the major contributor to glycoalkaloid solanine, which can be extracted from all parts of the plant and unripe fruits [14,15]. Since it was first identified in Solanum by Oddo and Cesaris in 1911, solasonine has been isolated from over 100 species and has shown beneficial pharmacological effects, such as anticancer and antimicrobial activities [14,16]. Accumulating studies have suggested that solasonine has multiple antitumor activities, including suppression of proliferation, promotion of apoptosis, and inhibition of metastasis in a variety of tumor cells [17][18][19].…”

Section: Introductionmentioning

confidence: 99%

Solasonine Induces Apoptosis and Inhibits Proliferation of Bladder Cancer Cells by Suppressing NRP1 Expression

Dong

Hao

Fang

et al. 2022

Journal of Oncology

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Solasonine, a steroidal alkaloid extracted from Solanum nigrum L., has been found to exert inhibitory effect on cancers. However, the underlying anticancer mechanisms of solasonine, particularly in urinary bladder cancer (BC), remain unclear. In this study, we identified the potential targets and biological functions associated with solasonine activity using a bioinformatics approach. Ingenuity pathway analysis revealed that neuropilin-1 (NRP1) and other signaling pathways, such as PI3K/AKT and ERK/MAPK pathways, were potentially involved in the therapeutic effects of solasonine. The ability of solasonine in inducing apoptosis and inhibiting proliferation in BC cells was confirmed experimentally, and the inhibition of ERK/MAPK, P38/MAPK, and PI3K/AKT pathways was validated by Western blot. Mechanistically, solasonine suppressed the expression of NRP1 protein, but not that of mRNA. Further results of molecular docking and molecular dynamics simulation analysis indicated that solasonine could directly bind to the b1 domain of NRP1 protein with a reasonable and stable docking conformation. We previously found that targeting NRP1 is a potential antitumor strategy. Combined with these findings, it can be speculated that the binding of solasonine with NRP1 on the cell membrane could prevent the formation of NRP1/VEGFA/VEGFR2 and NRP1/EGFR complexes, resulting in the inhibition of downstream signaling, including ERK/MAPK, P38/MAPK, and PI3K/AKT pathways. Additionally, intracellular solasonine could inhibit the membrane localization of NRP1 and provoke its cytoplasmic retention, facilitating the degradation of NRP1 protein in the cytoplasm. The dual effects induced by the binding of solasonine to NRP1 extracellularly and intracellularly could account for the antiproliferative and proapoptotic effects of solasonine on BC.

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Solanine, glycoside of the potato. Lits isolation and determination

Rooke¹,

Bushili²,

Lampitt³

et al. 1943

J. Chem. Technol. Biotechnol.

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The method finully devised \\*:IS t,iisctl on the ~irctniso tlint it \viw hest, to iissunio thirt t'cle tleuitnitccl sulphuric ricitl ahonltl tic as conccntrnterl 11s possible, i.b., 43.5:(, II,sO, (&,) olitninnble wlien the feed is prclientcd nnd tho losses w e 11s stiitctl, 20% of tho stcnni input. Then, by cletcrniining stcnni!feed rntios for vnrious vrilncs of vnponr conipouitions, rising cold feet1 of tho given conqiosition ant1 innking out, lient. bnlniiccs using the nictliods iilrently describctl,

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LVII.—The constituents of Solanum angustifolium: isolation of a new gluco-alkaloid, solangustine

Cited by 8 publications

References 0 publications

The Chemistry of the Steroids

The Chemistry of the Steroids

Solasonine Induces Apoptosis and Inhibits Proliferation of Bladder Cancer Cells by Suppressing NRP1 Expression

Solanine, glycoside of the potato. Lits isolation and determination

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