دورية أكاديمية
Determination of the Absolute Configuration of Ballonigrin Lactone A Using Density Functional Theory Calculations
| العنوان: | Determination of the Absolute Configuration of Ballonigrin Lactone A Using Density Functional Theory Calculations |
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| المؤلفون: | Misbah Naseem (14329535), Saleha Asghar (14329538), Umar Farooq (366797), Ahmed Lakhani (2167675), Yasir Altaf (11718946), Muhammad Ali Hashmi (11718955) |
| سنة النشر: | 2023 |
| مصطلحات موضوعية: | Biophysics, Medicine, Neuroscience, Hematology, Computational Biology, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, p )/ smd, computed optical rotations, named “ α, e ., β, called “ β, chloroform , , calculated using dft, α ]< sub, , − 96, six conformers, six conformations, dp4 analysis, conformationally averaged, conformational analysis, conclusion drawn, ballonigrin lactone, also compared, absolute configuration |
| الوصف: | We report the determination of the absolute configuration of a diterpenoid, namely, ballonigrin lactone A (BLA), by comparison of the computed optical rotations, [α] D , of its two diastereomers using density functional theory (DFT) calculations to the experimental [α] D value of +22.4. One of the diastereomers having configurations 4S, 5R, 6S, 10S, 15S was named “α-BLA,” and the other one with configuration 4S, 5R, 6S, 10S, 15R was called “β-BLA”. Six conformers for each diastereomer (α-BLA and β-BLA) of BLA were identified through their conformational analysis. [α] D values of these six conformations for each diastereomer were calculated using DFT at the mPW1PW91/6-311G(d,p)/SMD Chloroform level of theory, leading to the conformationally averaged [α] D values of −96.8 for α-BLA and +65.1 for β-BLA. Thus, it was found that the experimental [α] D value of +22.4 was of 4S, 5R, 6S, 10S, 15R, i.e., β-BLA. Experimental and computed nuclear magnetic resonance (NMR) data were also compared, and this comparison was in accordance with the conclusion drawn from the comparison of [α] D values. Finally, the results were augmented with the calculation of the DP4 analysis, and the probability obtained also endorsed our earlier calculations. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | unknown |
| العلاقة: | https://figshare.com/articles/journal_contribution/Determination_of_the_Absolute_Configuration_of_Ballonigrin_Lactone_A_Using_Density_Functional_Theory_Calculations/21818003Test |
| DOI: | 10.1021/acsomega.2c03858.s001 |
| الإتاحة: | https://doi.org/10.1021/acsomega.2c03858.s001Test |
| حقوق: | CC BY-NC 4.0 |
| رقم الانضمام: | edsbas.8AFDFB39 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/acsomega.2c03858.s001 |
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