Competitive CatSper Activators of Progesterone from Rhynchosia volubilis
The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commecial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)..
The root Rhynchosia volubilis was widely used for contraception in folk medicine, although its molecular mechanism on antifertility has not yet been revealed. In human sperm, it was reported that the cation channel of sperm, an indispensable cation channel for the fertilization process, could be regulated by various steroid-like compounds in plants. Interestingly, these nonphysiological ligands would also disturb the activation of the cation channel of sperm induced by progesterone. Therefore, this study aimed to explore whether the compounds in R. volubilis affect the physiological regulation of the cation channel of sperm. The bioguided isolation of the whole herb of R. volubilis has resulted in the novel discovery of five new prenylated isoflavonoids, rhynchones A - E (1: - 5: ), a new natural product, 5'-O-methylphaseolinisoflavan (6: ) (1H and 13C NMR data, Supporting Information), together with twelve known compounds (7: - 18: ). Their structures were established by extensive spectroscopic analyses and drawing a comparison with literature data, while their absolute configurations were determined by electronic circular dichroism calculations. The experiments of intracellular Ca2+ signals and patch clamping recordings showed that rhynchone A (1: ) significantly reduced cation channel of sperm activation by competing with progesterone. In conclusion, our findings indicat that rhynchone A might act as a contraceptive compound by impairing the activation of the cation channel of sperm and thus prevent fertilization.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:88 |
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| Enthalten in: |
Planta medica - 88(2022), 11 vom: 13. Sept., Seite 881-890 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Xiang, Jin [VerfasserIn] |
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| Links: |
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| Themen: |
4G7DS2Q64Y |
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| Anmerkungen: |
Date Completed 07.09.2022 Date Revised 07.09.2022 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1055/a-1542-0151 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| 520 | |a The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commecial purposes, or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/). | ||
| 520 | |a The root Rhynchosia volubilis was widely used for contraception in folk medicine, although its molecular mechanism on antifertility has not yet been revealed. In human sperm, it was reported that the cation channel of sperm, an indispensable cation channel for the fertilization process, could be regulated by various steroid-like compounds in plants. Interestingly, these nonphysiological ligands would also disturb the activation of the cation channel of sperm induced by progesterone. Therefore, this study aimed to explore whether the compounds in R. volubilis affect the physiological regulation of the cation channel of sperm. The bioguided isolation of the whole herb of R. volubilis has resulted in the novel discovery of five new prenylated isoflavonoids, rhynchones A - E (1: - 5: ), a new natural product, 5'-O-methylphaseolinisoflavan (6: ) (1H and 13C NMR data, Supporting Information), together with twelve known compounds (7: - 18: ). Their structures were established by extensive spectroscopic analyses and drawing a comparison with literature data, while their absolute configurations were determined by electronic circular dichroism calculations. The experiments of intracellular Ca2+ signals and patch clamping recordings showed that rhynchone A (1: ) significantly reduced cation channel of sperm activation by competing with progesterone. In conclusion, our findings indicat that rhynchone A might act as a contraceptive compound by impairing the activation of the cation channel of sperm and thus prevent fertilization | ||
| 650 | 4 | |a Journal Article | |
| 650 | 7 | |a Calcium Channels |2 NLM | |
| 650 | 7 | |a Progesterone |2 NLM | |
| 650 | 7 | |a 4G7DS2Q64Y |2 NLM | |
| 650 | 7 | |a Calcium |2 NLM | |
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| 700 | 1 | |a Kang, Hang |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Hong-Gang |e verfasserin |4 aut | |
| 700 | 1 | |a Shi, Yu-Long |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Ya-Li |e verfasserin |4 aut | |
| 700 | 1 | |a Ruan, Chang-Lei |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Lin-Hui |e verfasserin |4 aut | |
| 700 | 1 | |a Gao, Han-Qi |e verfasserin |4 aut | |
| 700 | 1 | |a Luo, Tao |e verfasserin |4 aut | |
| 700 | 1 | |a Hu, Gao-Sheng |e verfasserin |4 aut | |
| 700 | 1 | |a Zhu, Wei-Liang |e verfasserin |4 aut | |
| 700 | 1 | |a Jia, Jing-Ming |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Jia-Chun |e verfasserin |4 aut | |
| 700 | 1 | |a Fang, Jin-Bo |e verfasserin |4 aut | |
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