WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY
Panduratin A is a prenylated flavonoid derivative from Boesenbergia pandurata with many potential biological activities. The biogenesis of this compound and its derivatives is believed to involve a Diels-Alder reaction between monoterpenoid and chalcone derivatives. This study provides insight into...
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| Format: | Article |
| Language: | English |
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Universitas Airlangga
2023-12-01
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| Series: | Jurnal Kimia Riset |
| Subjects: | |
| Online Access: | https://e-journal.unair.ac.id/JKR/article/view/45215 |
| _version_ | 1797349051582119936 |
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| author | Rahmanto Aryabraga Rusdipoetra Kautsar Ul Haq |
| author_facet | Rahmanto Aryabraga Rusdipoetra Kautsar Ul Haq |
| author_sort | Rahmanto Aryabraga Rusdipoetra |
| collection | DOAJ |
| description | Panduratin A is a prenylated flavonoid derivative from Boesenbergia pandurata with many potential biological activities. The biogenesis of this compound and its derivatives is believed to involve a Diels-Alder reaction between monoterpenoid and chalcone derivatives. This study provides insight into modeling biogenesis through the Diels-Alderreaction for Panduratin A and derivatives biosynthesis. We are using M06-2X/6-31G(d)//PM6 level of theory to explore the potential energy surfaces, asynchronicity degree, and global electron density transfer. Explicit water was applied to mimic physiological conditions. Contrary to the fact that water accelerates this reaction through hydrogen bonding catalysis, we found that water could slow this reaction. These results suggest that this reaction proceeds very slowly under physiological conditions, and enzymes catalyze this reaction. |
| first_indexed | 2024-03-08T12:24:32Z |
| format | Article |
| id | doaj.art-c734eb07c90f4231a2685b782df29fe8 |
| institution | Directory Open Access Journal |
| issn | 2528-0414 2528-0422 |
| language | English |
| last_indexed | 2024-03-08T12:24:32Z |
| publishDate | 2023-12-01 |
| publisher | Universitas Airlangga |
| record_format | Article |
| series | Jurnal Kimia Riset |
| spelling | doaj.art-c734eb07c90f4231a2685b782df29fe82024-01-22T11:07:13ZengUniversitas AirlanggaJurnal Kimia Riset2528-04142528-04222023-12-018213114110.20473/jkr.v8i2.4521543300WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDYRahmanto Aryabraga Rusdipoetra0https://orcid.org/0000-0001-8138-4365Kautsar Ul Haq1Universitas AirlanggaAirlangga UniversityPanduratin A is a prenylated flavonoid derivative from Boesenbergia pandurata with many potential biological activities. The biogenesis of this compound and its derivatives is believed to involve a Diels-Alder reaction between monoterpenoid and chalcone derivatives. This study provides insight into modeling biogenesis through the Diels-Alderreaction for Panduratin A and derivatives biosynthesis. We are using M06-2X/6-31G(d)//PM6 level of theory to explore the potential energy surfaces, asynchronicity degree, and global electron density transfer. Explicit water was applied to mimic physiological conditions. Contrary to the fact that water accelerates this reaction through hydrogen bonding catalysis, we found that water could slow this reaction. These results suggest that this reaction proceeds very slowly under physiological conditions, and enzymes catalyze this reaction.https://e-journal.unair.ac.id/JKR/article/view/45215asynchronousdftdiels-alderpanduratin aprenylated flavonoids |
| spellingShingle | Rahmanto Aryabraga Rusdipoetra Kautsar Ul Haq WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY Jurnal Kimia Riset asynchronous dft diels-alder panduratin a prenylated flavonoids |
| title | WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY |
| title_full | WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY |
| title_fullStr | WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY |
| title_full_unstemmed | WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY |
| title_short | WATER ROLE ON DIELS-ALDER REACTION OFPRENYLATED FLAVONOIDFORMATIONIN Boesenbergia pandurata: MECHANISM STUDY |
| title_sort | water role on diels alder reaction ofprenylated flavonoidformationin boesenbergia pandurata mechanism study |
| topic | asynchronous dft diels-alder panduratin a prenylated flavonoids |
| url | https://e-journal.unair.ac.id/JKR/article/view/45215 |
| work_keys_str_mv | AT rahmantoaryabragarusdipoetra waterroleondielsalderreactionofprenylatedflavonoidformationinboesenbergiapanduratamechanismstudy AT kautsarulhaq waterroleondielsalderreactionofprenylatedflavonoidformationinboesenbergiapanduratamechanismstudy |