Ergosterol peroxide: an effect-directed detecting method from <i>Anoectochilus elwesii</i> and evaluation of anticancer activity

Lin, Yan; Wen, Bingqin; Zhang, Ziwei; Cai, Jiyang

doi:10.1080/14786419.2021.1949593

Cited by 5 publications

(3 citation statements)

References 15 publications

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“…In addition to antioxidant activities, some detected compounds also manifested cytotoxic properties against various cancer cell lines. These compounds included calycosin [ 33 ], liquiritigenin [ 29 ], and ergosterol peroxide [ 34 , 35 ] in SE4; pinoresinol [ 36 , 37 ] in SE2; and maackiain [ 38 ] and medicarpin [ 39 ] in SE1 and SE2, respectively. Particularly, calycosin may relate to modulation of the MAPK signaling pathway, which regulates both cell proliferation and apoptosis [ 33 ], while maackiain showed preventative effects on human promyelotic leukemia HL-60 cells by motivating cell apoptosis [ 38 ].…”

Section: Discussionmentioning

confidence: 99%

Cytotoxicity of Callerya speciosa Fractions against Myeloma and Lymphoma Cell Lines

et al. 2022

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Callerya speciosa is widely distributed in tropical and subtropical countries and is traditionally used for preventing numerous disorders. In this study, a bioguided fractionation of ethyl acetate extract (SE) from C. speciosa root was carried out to target antioxidant and cytotoxic activities. Of the four fractions (SE1-SE4) obtained by column chromatography, SE4 had the strongest anti-radical ability in the DPPH and ABTS assays (IC50 = 0.05 and 0.17 mg/mL, respectively), with results close to butylated hydroxytoluene (BHT), a common antioxidant agent. The cytotoxic activities against the selected cells were analyzed in this study by MTT assay. Accordingly, SE2, SE3, and SE4 significantly inhibited the viability of multiple myeloma cell lines, comprising U266 (IC50 = 0.38, 0.09, and 0.11 mg/mL, respectively) and KMS11 (IC50 = 0.09, 0.17, and 0.15 mg/mL, respectively), mantle cell lymphoma Mino (IC50 = 0.08, 0.16, and 0.15 mg/mL, respectively), and the noncancerous cell line LCL (IC50 = 0.40, 0.32, and 0.21 mg/mL, respectively). At a concentration of 125 µg/mL, SE2, SE3, and SE4 induced the cell apoptosis of U266 (32.2%, 53.2%, and 55.6%, respectively), KMS11 (36.9%, 40.8%, and 47.9%, respectively), Mino (36.6%, 39.8%, and 22.0%, respectively), and LCL (12.4%, 17.5%, and 23.5%, respectively) via annexin V assay. The dominant compounds detected in fractions by high-performance liquid chromatography–electrospray ionization–tandem mass spectrometry (HPLC-ESI-MS/MS), were identified as isoflavones. This is the first report describing C. speciosa as a promising natural source of antileukemia and antimyeloma agents, which may be useful for the development of blood cancer treatments.

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Section: Discussionmentioning

confidence: 99%

Cytotoxicity of Callerya speciosa Fractions against Myeloma and Lymphoma Cell Lines

et al. 2022

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“…The chlorohydrin moiety at C-4 and C-5 may serve as a precursor to an epoxide, which could be the biologically active form of this molecule [18]. Notably, compound 5 has been studied for its potential anticancer properties, which might be attributed to multiple mechanisms such as apoptosis induction, arresting cell cycles, and suppressing cell migration [56,57]; however, different cancer cell lines behaved differently in response to compound 5 in our study (IC 50 > 100 µM). A substantial number of cerebrosides have been reported in the literature so far [42]; however, a very small number have undergone more in-depth investigation for their potential against challenging diseases.…”

Section: Antiproliferative Activity Of Isolated Compounds Against Thr...mentioning

confidence: 99%

Chemical Constituents and Anticancer Activities of Marine-Derived Fungus Trichoderma lixii

Sirimangkalakitti,

Lin,

Harada

et al. 2024

Molecules

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The fungal genus Trichoderma is a rich source of structurally diverse secondary metabolites with remarkable pharmaceutical properties. The chemical constituents and anticancer activities of the marine-derived fungus Trichoderma lixii have never been investigated. In this study, a bioactivity-guided investigation led to the isolation of eleven compounds, including trichodermamide A (1), trichodermamide B (2), aspergillazine A (3), DC1149B (4), ergosterol peroxide (5), cerebrosides D/C (6/7), 5-hydroxy-2,3-dimethyl-7-methoxychromone (8), nafuredin A (9), and harzianumols E/F (10/11). Their structures were identified by using various spectroscopic techniques and compared to those in the literature. Notably, compounds 2 and 5–11 were reported for the first time from this species. Evaluation of the anticancer activities of all isolated compounds was carried out. Compounds 2, 4, and 9 were the most active antiproliferative compounds against three cancer cell lines (human myeloma KMS-11, colorectal HT-29, and pancreas PANC-1). Intriguingly, compound 4 exhibited anti-austerity activity with an IC50 of 22.43 μM against PANC-1 cancer cells under glucose starvation conditions, while compound 2 did not.

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“…The best studied endoperoxide-containing compound is probably prostaglandin H2 (PGH2), the common precursor of biologically active prostanoids [10][11][12]. Artemisinin, the antimalarial agent isolated from the plant Artemisia annua [8,13,14], and ergosterol peroxides with anticancer and antiviral activities, identified in many fungi, algae, lichens, and plants, also belong to this group [15][16][17]. Due to the significant biological activities of the endoperoxide-containing natural products, numerous synthetic analyses and biosynthesis of endoperoxide compounds have been reported [18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

Structural basis for endoperoxide-forming oxygenases

Mori¹,

Abe²

2022

Beilstein J. Org. Chem.

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Endoperoxide natural products are widely distributed in nature and exhibit various biological activities. Due to their chemical features, endoperoxide and endoperoxide-derived secondary metabolites have attracted keen attention in the field of natural products and organic synthesis. In this review, we summarize the structural analyses, mechanistic investigations, and proposed reaction mechanisms of endoperoxide-forming oxygenases, including cyclooxygenase, fumitremorgin B endoperoxidase (FtmOx1), and the asnovolin A endoperoxygenase NvfI.

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Ergosterol peroxide: an effect-directed detecting method from Anoectochilus elwesii and evaluation of anticancer activity

Cited by 5 publications

References 15 publications

Cytotoxicity of Callerya speciosa Fractions against Myeloma and Lymphoma Cell Lines

Cytotoxicity of Callerya speciosa Fractions against Myeloma and Lymphoma Cell Lines

Chemical Constituents and Anticancer Activities of Marine-Derived Fungus Trichoderma lixii

Structural basis for endoperoxide-forming oxygenases

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