TY - JOUR

T1 - Investigation of Structural and Spectral Peculiarities of Fusarium sp. Indicator Pigment Bostrycoidin

AU - Поволоцкая, Анастасия Валерьевна

AU - Панькин, Дмитрий Васильевич

AU - Новиков, Василий

AU - Борисов, Евгений Вадимович

AU - Кузнецов, Сергей

AU - Дорохов, Алексей

AU - Гуляев, Анатолий

AU - Завялова, Елена Г.

AU - Алиева, Ругия

AU - Акулов, Сергей

AU - Белоусов, Сергей

AU - Московский, Максим

PY - 2024/10/8

Y1 - 2024/10/8

N2 - Bostrycoidin is one of the pigments produced by the Fusarium genus of fungi. On the one hand, it has significant pharmacological importance, while on the other hand, it serves as a presence marker of Fusarium infection in useful grain crops, fruits, and soils. In this regard, the structural and optical properties of the bostrycoidin molecule were studied in the framework of density functional theory (DFT). The most stable geometry as well as higher-energy conformers and tautomers were investigated. The lowest-energy tautomer was found to be about 3 kcal/mol higher in energy than the most stable structure, resulting in relatively low population of this state. The obtained conformational rotamers associated with the rotation of the OMe group possess similar energy. The vibrational spectrum was modeled for the most stable conformer, and the most active peaks in the IR absorbance spectrum were assigned. Moreover, the electronic absorption spectrum was simulated within the time-dependent DFT approach. The obtained theoretical spectrum is in good agreement with the experimental data and the theoretically calculated longest-wavelength transition (HOMO-LUMO) was about 498 nm.

AB - Bostrycoidin is one of the pigments produced by the Fusarium genus of fungi. On the one hand, it has significant pharmacological importance, while on the other hand, it serves as a presence marker of Fusarium infection in useful grain crops, fruits, and soils. In this regard, the structural and optical properties of the bostrycoidin molecule were studied in the framework of density functional theory (DFT). The most stable geometry as well as higher-energy conformers and tautomers were investigated. The lowest-energy tautomer was found to be about 3 kcal/mol higher in energy than the most stable structure, resulting in relatively low population of this state. The obtained conformational rotamers associated with the rotation of the OMe group possess similar energy. The vibrational spectrum was modeled for the most stable conformer, and the most active peaks in the IR absorbance spectrum were assigned. Moreover, the electronic absorption spectrum was simulated within the time-dependent DFT approach. The obtained theoretical spectrum is in good agreement with the experimental data and the theoretically calculated longest-wavelength transition (HOMO-LUMO) was about 498 nm.

KW - Density Functional Theory

KW - Fusarium/chemistry

KW - Models, Molecular

KW - Molecular Conformation

KW - Molecular Structure

KW - Pigments, Biological/chemistry

KW - bostrycoidin

KW - DFT

KW - IR absorbance

KW - UV–Vis absorbance

KW - vibrational spectroscopy

UR - https://www.mendeley.com/catalogue/7218fe75-23c3-3d7d-9b25-a77a84ba6f12/

U2 - 10.3390/molecules29194765

DO - 10.3390/molecules29194765

M3 - Article

C2 - 39407693

VL - 29

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 19

M1 - 4765

ER -