التفاصيل البيبلوغرافية
| العنوان: |
Stable Axially Chiral Isomers of Arylnaphthalene Lignan Glycosides with Antiviral Potential Discovered from Justicia procumbens |
| المؤلفون: |
Yang Zhao (39052), Chuen-Fai Ku (3553931), Xin-Ya Xu (1426432), Nga-Yi Tsang (10525365), Yu Zhu (250261), Chen-Liang Zhao (10525368), Kang-Lun Liu (3808429), Chuang-Chuang Li (1264557), Lijun Rong (89163), Hong-Jie Zhang (1939645) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biophysics, Biochemistry, Biotechnology, Ecology, Inorganic Chemistry, Hematology, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, 11 ANL glycosides, activity discrepancy, novel ANL atropisomers, ANL compounds, Stable Axially Chiral Isomers, Justicia procumbens Arylnaphthalene., Arylnaphthalene Lignan Glycosides |
| الوصف: |
Arylnaphthalene lignans (ANLs) were known to have axial chirality due to the biphenyl skeleton with hindered rotation at the single bond. However, the stable ANL atropisomers have not been isolated from nature until the present study. Phytochemical separation of the methanol extract of the stems and barks of Justicia procumbens led to the isolation of 11 ANL glycosides including four pairs of new atropisomers with stable confirmations at room temperature. Their structures were deduced from elucidation of the extensive spectral data, and their absolute configurations were determined by the circular dichroism, electronic circular dichroism, and X-ray methods as well as the total synthesis of one pair of the atropisomers. The ANL compounds were evaluated for their antiviral potential, and it was found that they displayed great antiviral activity discrepancy between a pair of atropisomers due to the geometric orientation. The 1′ P -oriented atropisomers showed much more significant antiviral potency than their corresponding 1′ M -oriented counterparts. The biological activity discrepancy caused by the axial chirality will not only inspire synthetic design of novel ANL atropisomers to enrich the structural diversity, but also provide important hints to direct the synthetic approaches toward the antiviral drug development of ANL compounds. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Stable_Axially_Chiral_Isomers_of_Arylnaphthalene_Lignan_Glycosides_with_Antiviral_Potential_Discovered_from_i_Justicia_procumbens_i_/14371578 |
| DOI: |
10.1021/acs.joc.1c00068.s001 |
| الاتاحة: |
https://doi.org/10.1021/acs.joc.1c00068.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.9306B390 |
| قاعدة البيانات: |
BASE |