Stephanine from <i>Stephania venosa</i> (Blume) Spreng Showed Effective Antiplasmodial and Anticancer Activities, the Latter by Inducing Apoptosis through the Reverse of Mitotic Exit

Le, Phuong Mai; Srivastava, Vandana; Nguyên, Thành Tâm; Pradines, Bruno; Madamet, Marylin; Mosnier, Joël; Trịnh, Thị Thủy; Lee, Hoyun

doi:10.1002/ptr.5861

Cited by 30 publications

(33 citation statements)

References 40 publications

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“…Both compounds show no discernible cytotoxicity to the Vero cell line at the concentration levels evaluated. In another study, a bioassay-guided fractionation of the tubers of Stephania venosa (Blum) Spreng (Menispermaceae) led to the isolation of four aporphine and one tetrahydroprotoberberine alkaloids including stephanine (50), which was observed to be the most active antiplasmodial compound but is also the most cytotoxic with the lowest selectivity index [50]. Compound 50 was previously reported in Stephania rotunda with significant antiplasmodial activity [42].…”

Section: Protoberberine Alkaloidsmentioning

confidence: 94%

Alkaloids from Plants with Antimalarial Activity: A Review of Recent Studies

Uzor

2020

Evidence-Based Complementary and Alternative Medicine

105

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Malaria is one of the major health problems in developing countries. The disease kills a large number of people every year and also affects financial status of many countries. Resistance of the plasmodium parasite, the causative agent, to the existing drugs, including chloroquine, mefloquine, and artemisinin based combination therapy (ACT), is a serious global issue in malaria treatment and control. This warrants an urgent quest for novel compounds, particularly from natural sources such as medicinal plants. Alkaloids have over the years been recognized as important phytoconstituents with interesting biological properties. In fact, the first successful antimalarial drug was quinine, an alkaloid, which was extracted from Cinchona tree. In the present review work, the alkaloids isolated and reported recently (2013 till 2019) to possess antimalarial activity are presented. Several classes of alkaloids, including terpenoidal, indole, bisindole, quinolone, and isoquinoline alkaloids, were identified with a promising antimalarial activity. It is hoped that the reports of the review work will spur further research into the structural modification and/or development of the interesting compounds as novel antimalarial drugs.

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Section: Protoberberine Alkaloidsmentioning

confidence: 94%

Alkaloids from Plants with Antimalarial Activity: A Review of Recent Studies

Uzor

2020

Evidence-Based Complementary and Alternative Medicine

105

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“…In the preceding subtypes, this bond is saturated or C-7 is substituted with hydroxy, methoxy, or methyl groups or part of a carbonyl unit. 19,126,127 Based on bioassay-guided fractionation against numerous cancer cells, Le et al 68 HeLa, MDA-MB231, and MCF-7 cells, respectively. In 2017, an amidic dehydroapophine (151, 6-formyl-1,2,9,10tetramethoxy-6α,7-dehydroaporphine) was isolated from the aerial parts of Aconitum carmichaelii 56 ( Figure 6).…”

Section: Dehydroaporphinesmentioning

confidence: 99%

Biologically active isoquinoline alkaloids covering 2014–2018

Shang

Yang

Morris‐Natschke

et al. 2020

Medicinal Research Reviews

146

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Isoquinoline alkaloids, an important class of N-based heterocyclic compounds, have attracted considerable attention from researchers worldwide since the early 19th century. Over the past 200 years, many compounds from this class were isolated, and most of them and their analogs possess various bioactivities. In this review, we survey the updated literature on bioactive alkaloids and highlight research achievements of this alkaloid class during the period of 2014-2018. We reviewed over 400 molecules with a broad range of bioactivities, including antitumor, antidiabetic and its complications, antibacterial, antifungal, antiviral, antiparasitic, insecticidal, anti-inflammatory, antioxidant, neuroprotective, and other activities. This review should provide new indications or directions for the discovery of new and better drugs from the original naturally occurring isoquinoline alkaloids.

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“…11) According to previous phytochemical investigations, several natural alkaloids, including crebanine (CN), O-methylbulbocapnine (OMP), dicentrine (DC), tetrahydropalmatine (THP), and N-methyl tetrahydropalmatine (NTHP) have been found in the tubes of S. vernosa. [12][13][14] CN, OMP, and DC are aporphine alkaloids and they show the structural differences in the position of the dimethoxy group on the D-ring. Whereas, THP and NTHP are derivatives of protoberberine alkaloids and differ only the presence or absence of methyl group on the quaternary nitrogen atom in the position 7.…”

mentioning

confidence: 99%

<i>O</i>-Methylbulbocapnine and Dicentrine Suppress LPS-Induced Inflammatory Response by Blocking NF-κB and AP-1 Activation through Inhibiting MAPKs and Akt Signaling in RAW264.7 Macrophages

Yodkeeree

Pompimon

et al. 2018

Biological & Pharmaceutical Bulletin

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The natural aporphine alkaloids including crebanine (CN), O-methylbulbocapnine (OMP), and dicentrine (DC), and protoberberine alkaloids, tetrahydropalmatine (THP) and N-methyl tetrahydropalmatine (NTHP), have been found in Stephania venosa. Previous reports demonstrated CN and THP exhibited anti-inflammatory properties. In this study, we investigated anti-inflammatory effect of CN analogs including OMP, DC, THP, and NTHP in RAW264.7 macrophages. The pre-treatment of macrophages with CN, OMP and DC suppressed lipopolysaccharide (LPS)-induced pro-inflammatory cytokines and mediators including interleukin-6 (IL-6), tumor necrosis factor alpha, prostaglandin E2 and nitric oxide, in which the rank-order of inhibitory potency was DC>CN≥OMP. Whereas, high dose THP (30-40 µg/mL) reduced LPS-induced IL-6 production in RAW264.7 cells but NTHP did not effect. Moreover, CN, OMP and DC inhibited the LPS-induced expression of inducible nitric oxide synthase and cyclooxygenase-2. OMP and DC inhibited LPS-induced nuclear factor kappa B (NF-κB) activation by suppressing the phosphorylation of NF-κB at Ser536, but not the nucleus translocation and inhibitor of kappaB (IκB)-α degradation. In addition, OMP and DC also reduced the phosphorylation and nucleus translocation of activator protein-1 (AP-1). Furthermore, OMP and DC suppressed the LPS-activated myeloid differentiation factor 88 (MyD88), Akt and mitogen-activated protein kinases (MAPKs) signaling pathway, which were the upstream signaling regulators of AP-1 and NF-κB. Collectively, OMP and DC have an anti-inflammatory effect on RAW264.7 macrophages by the suppression of pro-inflammatory cytokines and mediators. The inhibitory property of OMP and DC is mediated by blockage the activation of MyD88, MAPKs, Akt, NF-κB and AP-1 signaling molecules.

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Stephanine from Stephania venosa (Blume) Spreng Showed Effective Antiplasmodial and Anticancer Activities, the Latter by Inducing Apoptosis through the Reverse of Mitotic Exit

Cited by 30 publications

References 40 publications

Alkaloids from Plants with Antimalarial Activity: A Review of Recent Studies

Alkaloids from Plants with Antimalarial Activity: A Review of Recent Studies

Biologically active isoquinoline alkaloids covering 2014–2018

<i>O</i>-Methylbulbocapnine and Dicentrine Suppress LPS-Induced Inflammatory Response by Blocking NF-κB and AP-1 Activation through Inhibiting MAPKs and Akt Signaling in RAW264.7 Macrophages

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