The Experts below are selected from a list of 288 Experts worldwide ranked by ideXlab platform
Jia-you Fang - One of the best experts on this subject based on the ideXlab platform.
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Coumarin derivatives, but not Coumarin itself, cause skin irritation via topical delivery.
Toxicology Letters, 2014Co-Authors: Pei-wen Wang, Yi Yun Hung, Ibrahim A. Aljuffali, Jia-you FangAbstract:Abstract Coumarin and its derivatives are widely employed as a fragrance in cosmetics and skin care products. The skin absorption level and possible disruption to the skin by topical application of Coumarins were evaluated in this study. Percutaneous absorption of osthole, daphnoretin, Coumarin, byakangelicin, and 7-hydroxyCoumarin was assessed in vitro and in vivo. Skin physiology measurements and immunoblotting were utilized as methodologies for validating toxicity. The relationship between structures and permeation/toxicity of Coumarins was elucidated. Both equimolar concentration and saturated solubility in 30% ethanol were used as the applied dose. Osthole with the most lipophilic characteristic demonstrated the greatest skin accumulation, followed by Coumarin and 7-hydroxyCoumarin. Coumarin was the permeant with the highest flux across the skin. The trend of in vivo deposition was consistent with that of the in vitro profiles. Skin uptake of osthole was 8-fold higher than that of Coumarin. Hair follicles played a significant role as a pathway for transport of Coumarin according to the examination of follicular accumulation. Osthole and 7-hydroxyCoumarin slightly, but significantly, enhanced transepidermal water loss after a consecutive 5-day administration. The immunoblotting profiling verified the role of proliferation in skin damage induced by osthole, byakangelicin, and 7-hydroxyCoumarin. The proliferation-related proteins examined in this work included glucose-regulated proteins, cytokeratin, and C-myc. Daphnoretin and Coumarin showed a negligible alteration on protein biomarkers. The experimental results suggested that skin irritation caused by Coumarins was mainly derived from the analogs but not from Coumarin itself.
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Coumarin derivatives, but not Coumarin itself, cause skin irritation via topical delivery
Toxicology Letters, 2014Co-Authors: Tai Long Pan, Yi Yun Hung, Yann-lii Leu, Pei-wen Wang, Ibrahim A. Aljuffali, Jia-you FangAbstract:Coumarin and its derivatives are widely employed as a fragrance in cosmetics and skin care products. The skin absorption level and possible disruption to the skin by topical application of Coumarins were evaluated in this study. Percutaneous absorption of osthole, daphnoretin, Coumarin, byakangelicin, and 7-hydroxyCoumarin was assessed in vitro and in vivo. Skin physiology measurements and immunoblotting were utilized as methodologies for validating toxicity. The relationship between structures and permeation/toxicity of Coumarins was elucidated. Both equimolar concentration and saturated solubility in 30% ethanol were used as the applied dose. Osthole with the most lipophilic characteristic demonstrated the greatest skin accumulation, followed by Coumarin and 7-hydroxyCoumarin. Coumarin was the permeant with the highest flux across the skin. The trend of in vivo deposition was consistent with that of the in vitro profiles. Skin uptake of osthole was 8-fold higher than that of Coumarin. Hair follicles played a significant role as a pathway for transport of Coumarin according to the examination of follicular accumulation. Osthole and 7-hydroxyCoumarin slightly, but significantly, enhanced transepidermal water loss after a consecutive 5-day administration. The immunoblotting profiling verified the role of proliferation in skin damage induced by osthole, byakangelicin, and 7-hydroxyCoumarin. The proliferation-related proteins examined in this work included glucose-regulated proteins, cytokeratin, and C-myc. Daphnoretin and Coumarin showed a negligible alteration on protein biomarkers. The experimental results suggested that skin irritation caused by Coumarins was mainly derived from the analogs but not from Coumarin itself. © 2014 Elsevier Ireland Ltd.
Omar M F Khan - One of the best experts on this subject based on the ideXlab platform.
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a review of Coumarin derivatives in pharmacotherapy of breast cancer
Current Medicinal Chemistry, 2008Co-Authors: Musiliyu A Musa, John S Cooperwood, Omar M F KhanAbstract:The Coumarin (benzopyran-2-one, or chromen-2-one) ring system, present in natural products (such as the anticoagulant warfarin) that display interesting pharmacological properties, has intrigued chemists and medicinal chemists for decades to explore the natural Coumarins or synthetic analogs for their applicability as drugs. Many molecules based on the Coumarin ring system have been synthesized utilizing innovative synthetic techniques. The diversity oriented synthetic routes have led to interesting derivatives including the furanoCoumarins, pyranoCoumarins, and Coumarin sulfamates (COUMATES), which have been found to be useful in photochemotherapy, antitumor and anti-HIV therapy, and as stimulants for central nervous system, antibacterials, anti-inflammatory, anti-coagulants, and dyes. Of particular interest in breast cancer chemotherapy, some Coumarins and their active metabolite 7-hydroxyCoumarin analogs have shown sulfatase and aromatase inhibitory activities. Coumarin based selective estrogen receptor modulators (SERMs) and Coumarin-estrogen conjugates have also been described as potential antibreast cancer agents. Since breast cancer is the second leading cause of death in American women behind lung cancer, there is a strong impetus to identify potential new drug treatments for breast cancer. Therefore, the objective of this review is to focus on important Coumarin analogs with antibreast cancer activities, highlight their mechanisms of action and structure-activity relationships on selected receptors in breast tissues, and the different methods that have been applied in the construction of these pharmacologically important Coumarin analogs.
V. P. Chernykh - One of the best experts on this subject based on the ideXlab platform.
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recyclization of 2 imino 2h 1 benzopyrans with nucleophilic reagents reaction of 2 iminoCoumarin 3 carboxamides with 2 aminothiophene 3 carboxamides
Synthesis, 2006Co-Authors: Sergiy M Kovalenko, Sergiy V Vlasov, V. P. ChernykhAbstract:In the course of our research on the synthesis of Coumarins, the interaction of 2-iminoCoumarin-3-carboxamides with a series of 2-aminothiophene-3-carboxamides was studied. It was established that the initial products - 2-substituted Coumarin-3-carboxamides - can undergo rearrangement to 2-(Coumarin-3-yl)thieno[2,3-d]pyrimidin-4-ones by refluxing in DMF.
Tai Long Pan - One of the best experts on this subject based on the ideXlab platform.
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Coumarin derivatives, but not Coumarin itself, cause skin irritation via topical delivery
Toxicology Letters, 2014Co-Authors: Tai Long Pan, Yi Yun Hung, Yann-lii Leu, Pei-wen Wang, Ibrahim A. Aljuffali, Jia-you FangAbstract:Coumarin and its derivatives are widely employed as a fragrance in cosmetics and skin care products. The skin absorption level and possible disruption to the skin by topical application of Coumarins were evaluated in this study. Percutaneous absorption of osthole, daphnoretin, Coumarin, byakangelicin, and 7-hydroxyCoumarin was assessed in vitro and in vivo. Skin physiology measurements and immunoblotting were utilized as methodologies for validating toxicity. The relationship between structures and permeation/toxicity of Coumarins was elucidated. Both equimolar concentration and saturated solubility in 30% ethanol were used as the applied dose. Osthole with the most lipophilic characteristic demonstrated the greatest skin accumulation, followed by Coumarin and 7-hydroxyCoumarin. Coumarin was the permeant with the highest flux across the skin. The trend of in vivo deposition was consistent with that of the in vitro profiles. Skin uptake of osthole was 8-fold higher than that of Coumarin. Hair follicles played a significant role as a pathway for transport of Coumarin according to the examination of follicular accumulation. Osthole and 7-hydroxyCoumarin slightly, but significantly, enhanced transepidermal water loss after a consecutive 5-day administration. The immunoblotting profiling verified the role of proliferation in skin damage induced by osthole, byakangelicin, and 7-hydroxyCoumarin. The proliferation-related proteins examined in this work included glucose-regulated proteins, cytokeratin, and C-myc. Daphnoretin and Coumarin showed a negligible alteration on protein biomarkers. The experimental results suggested that skin irritation caused by Coumarins was mainly derived from the analogs but not from Coumarin itself. © 2014 Elsevier Ireland Ltd.
Annalisa Tirella - One of the best experts on this subject based on the ideXlab platform.
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Investigation of the cytotoxicity of bioinspired Coumarin analogues towards human breast cancer cells
Molecular Diversity, 2020Co-Authors: Leonidas Gkionis, Eleni Kavetsou, Alexandros Kalospyros, Dimitris Manousakis, Miguel Garzon Sanz, Sam Butterworth, Anastasia Detsi, Annalisa TirellaAbstract:Coumarins possess a wide array of therapeutic capabilities, but often with unclear mechanism of action. We tested a small library of 18 Coumarin derivatives against human invasive breast ductal carcinoma cells with the capacity of each compound to inhibit cell proliferation scored, and the most potent Coumarin analogues selected for further studies. Interestingly, the presence of two prenyloxy groups (5,7-diprenyloxy-4-methyl-Coumarin, 4g ) or the presence of octyloxy substituent (Coumarin 4d ) was found to increase the potency of compounds in breast cancer cells, but not against healthy human fibroblasts. The activity of potent compounds on breast cancer cells cultured more similarly to the conditions of the tumour microenvironment was also investigated, and increased toxicity was observed. Results suggest that tested Coumarin derivatives could potentially reduce the growth of tumour mass. Moreover, their use as (combination) therapy in cancer treatment might have the potential of causing limited side effects. Graphic abstract
