Computational prediction of chiroptical properties in structure elucidation of natural products.

Abstract:

:Covering: up to 2019This review covers the current status of the quantum mechanical prediction of chiroptical properties, such as electronic CD and optical rotation, as needed for stereochemical assignments in new natural products. The reliability of the prediction of chiroptical properties is steadily increasing, with a parallel decrease in the required computational resources. Now, quantum mechanical calculations for a medium-sized natural product can be reliably performed by natural product chemists on a mainstream PC. This review is aimed to guide natural product chemists through the numerous steps involved in such calculations. Through a concise, but comprehensive, discussion of the current computational practice, enriched by a few illustrative examples, this review provides readers with the theoretical background and practical knowledge needed to select the most appropriate parameters for performing the calculations, to anticipate possible problems, and to critically evaluate the reliability of their computational results. Common reasons for mistakes are also discussed; in particular, the importance of the correct evaluation of conformational ensembles of flexible molecules (an aspect often overlooked in current research) is stressed.

journal_name

Nat Prod Rep

journal_title

Natural product reports

authors

Grauso L,Teta R,Esposito G,Menna M,Mangoni A

doi

10.1039/c9np00018f

subject

Has Abstract

pub_date

2019-07-01 00:00:00

pages

1005-1030

issue

7

eissn

0265-0568

issn

1460-4752

journal_volume

36

pub_type

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