New naphthalene derivatives and isoquinoline alkaloids from Ancistrocladus cochinchinensis with their anti-proliferative activity on human cancer cells

Liên, Lê Quỳnh; Linh, Trần Mỹ; Giang, Vu Huong; Chi, Nguyen; Nhiệm, Nguyễn Xuân; Tài, Bùi Hữu; Cúc, Nguyễn Thị; Anh, Hoang Le Tuan; Ban, Ninh Khac; Minh, Châu Văn; Kiệm, Phan Văn

doi:10.1016/j.bmcl.2016.07.014

Cited by 15 publications

(6 citation statements)

References 17 publications

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“…Based on our findings, 4′-methoxy-5-epi-ancistecrorine A 1 , which is derived from Ancistrocladus cochinchinensis , expresses cytotoxicity against HL-60 cancer cells. The half maximal inhibitory concentration (IC 50 ) value of the compound was around 3.8–6.2 μM against HL-60 [22]. By another alkaloid, the treatment of canthin-6-one has shown elevation of caspase-3, -8, -9 cleavage, reactive oxygen species (ROS), apoptosis signal-regulating kinase 1 (ASK1), p16, p27, p38, p53, c-Jun N-terminal kinases (JNKs), Ki-67 negative population, checkpoint kinase 2 (Chk2), H2A histone family member X (H2A.X), INK4A and Kip1, while mitochondrial membrane potential (MMP) and p- retinoblastoma protein (RB) were shown to be suppressed in Kasumi-1 cells.…”

Section: Natural Compounds and Acute Myeloid Leukemiamentioning

confidence: 99%

Natural Products and Acute Myeloid Leukemia: A Review Highlighting Mechanisms of Action

et al. 2019

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Recent findings have shown great potential of alternative interventions such as immunotherapy and natural products for acute myeloid leukemia (AML). This study aims to review the anti-AML effect of various natural compounds. Natural compounds were classified into five groups: alkaloids, carotenoids, nitrogen-containing compounds, organosulfur compounds or phenolics based on each compound’s chemical properties. Fifty-eight studies were collected and reviewed in this article. Phenolics are the most abundant group to have an apoptotic effect over AML cells, while other groups have also shown significant apoptotic effects. Some compounds induced apoptosis by regulating unique mechanism like human telomerase reverse transcriptase (hTERT) or laminin receptor (67LR), while others modified caspases, poly (adp-ribose) polymerase (PARP) and p53. Further study is required to identify side-effects of potent compounds and the synergistic effects of combination of two or more natural compounds or existing conventional anti-AML drugs to treat this dreadful disease.

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Section: Natural Compounds and Acute Myeloid Leukemiamentioning

confidence: 99%

Natural Products and Acute Myeloid Leukemia: A Review Highlighting Mechanisms of Action

et al. 2019

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“…Furthermore, four biosynthetically related, yet naphthalene-devoid tetra- and dihydroisoquinoline alkaloids, named ealaines A–D ( 11 – 14 ) (Figure ), which had previously only been known as synthesized compounds, have now been identified for the first time as genuine natural products. Such simple isoquinoline alkaloids have so far been found in Ancistrocladaceae plants only rarely. , …”

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confidence: 90%

Mbandakamine-Type Naphthylisoquinoline Dimers and Related Alkaloids from the Central African Liana Ancistrocladus ealaensis with Antiparasitic and Antileukemic Activities

et al. 2018

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Four new dimeric naphthylisoquinoline alkaloids, michellamine A (2) and mbandakamines C-E (4-6), were isolated from the Congolese plant Ancistrocladus ealaensis, along with the known dimer mbandakamine A (3). They represent constitutionally unsymmetric dimers, each consisting of two 5,8'-coupled naphthylisoquinoline monomers. While the molecular halves of michellamine A (2) are linked via C-6' of both of the naphthalene moieties, i.e., via the least-hindered positions, so that the central biaryl axis is configurationally unstable and not an additional element of chirality, the mbandakamines 3-6 possess three consecutive stereogenic axes. Their monomeric units are linked through an unprecedented 6',1″-coupling in the binaphthalene core, leading to a high steric load, since the central axis is located in one of the peri-positions, neighboring one of the outer axes. In addition, four new 5,8'-coupled monomeric naphthylisoquinolines, viz., ancistroealaines C-F (7-10), were identified, along with four "naphthalene-devoid" tetra- and dihydroisoquinolines, named ealaines A-D (11-14). The new mbandakamines C (4) and D (5) showed pronounced activities against the malaria parasite Plasmodium falciparum, and they were likewise found to display strong cytotoxic activities against human leukemia (CCRF-CEM) and multi-drug-resistant tumor cells (CEM/ADR5000).

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“…Their content was reduced with depth. The accumulation of such molecules poses a threat to human health because they are known to be carcinogenic [12].…”

Section: Resultsmentioning

confidence: 99%

Age-old transformation of oil hydrocarbons in polluted Grey-Brown Soil in the Absheron Peninsula

Xiao

Bocharnikova

Matichenkov

et al. 2021

IOP Conf. Ser.: Earth Environ. Sci.

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Oil production, transportation and refining are a source of the extensive environmental pollution. The study of oil pollutants allows the identification of their behavior pattern necessary in order to elaborate efficient decontamination technologies. The Absheron oil field is one of the most long-term exploited deposit in the world. Today this area is a unique place to investigate the long-lasting natural oil transformation processes. Grey-Brown Soils contaminated with crude oil 100 and 40 years ago and currently were investigated. Hexane-extractable fraction of oil compounds was examined by chemical methods, gas chromatography and mass spectrometry. In the process of natural degradation, molecular weight of oil hydrocarbons and degree of oxidation significantly increased, while the contents of carbon and hydrogen slightly decreased with time. The results obtained have shown the accumulation of high-molecular weight aromatic molecules with high degree of unsaturation in the upper layer of the soil contaminated 100 years ago. These aromatic structures exhibit the great resistance to decomposition and may be carcinogenic, thus posing a risk to human health. The contamination with oil resulted in altering soil properties. More pronounced change was observed in the soil carbon, including the soil contaminated 100 years ago. Over time after contamination, the soil alkalinity enhanced, whereas soil pH did not change. Our study evidences that oil pollutants continue to be present and the soil properties have not recovered even 100 years after pollution. Reclamation of these areas requires the application of special technologies.

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New naphthalene derivatives and isoquinoline alkaloids from Ancistrocladus cochinchinensis with their anti-proliferative activity on human cancer cells

Cited by 15 publications

References 17 publications

Natural Products and Acute Myeloid Leukemia: A Review Highlighting Mechanisms of Action

Natural Products and Acute Myeloid Leukemia: A Review Highlighting Mechanisms of Action

Mbandakamine-Type Naphthylisoquinoline Dimers and Related Alkaloids from the Central African Liana Ancistrocladus ealaensis with Antiparasitic and Antileukemic Activities

Age-old transformation of oil hydrocarbons in polluted Grey-Brown Soil in the Absheron Peninsula

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