Correction: Natural polyenic macrolactams and polycyclic derivatives generated by transannular pericyclic reactions: optimized biogenesis challenging chemical synthesis

Abstract

Correction for ‘Natural polyenic macrolactams and polycyclic derivatives generated by transannular pericyclic reactions: optimized biogenesis challenging chemical synthesis’ by Rosana Alvarez et al., Nat. Prod. Rep., 2021, DOI: 10.1039/d0np00050g.

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The authors regret that there are errors present in the article as detailed below.

Firstly, within the discussion of compounds 28c and 23c in Section 2.1.1.2. Polycyclic heronamides, the text “namely human colon cancer (HCT116 carcinoma and Caco2 adenocarcinoma)” should be “namely human colon cancer (Caco-3 adenocarcinoma and Caco-2 adenocarcinoma)”.

Secondly, within Fig. 3 and Scheme 7, a methyl substituent is missing from compound 29, heronamide H. The corrected versions of Fig. 3 and Scheme 7 are displayed below.

Fig. 3 (A) Polycyclic compounds 29–33 derived from additional reactions (including electrocyclic reactions) of naturally-occurring 20-membered ring polyenic macrolactams.⁷⁰ (B) Putative biogenetic intermediates niveamide B 34 (ref. 70) and unsaturated analog niveamide 35.⁷³

Scheme 7 Transannular ring-opening reaction of the epoxide 41 derived from 37c (itself arising from putative biogenetic precursor 20-membered ring polyenic macrolactam BE-14106 (GT32-A) 22c) to afford heronamide H 29.⁷⁰

Thirdly, within Scheme 24, the arrow leading from compound 158 is incorrectly labelled with IdnO1. Also, the arrow leading from compound 156 that is labelled with SipO1 and AurO1 should not be present. The corrected version of Scheme 24 is displayed below.

Scheme 24 Biogenesis of loading unit (A), primary macrolactams (B) and 24-membered ring polyenic macrolactams incednine 147 (ref. 147) and sipanmycin A (auroramycin) 149a (C).^{32,141,142,146}

Additionally, within Scheme 58A, there is an error within the name displayed for compound 9. “(2S,3R)-3-Methyl aspartic acid” should be “(2S,3S)-3-methyl aspartic acid”. The corrected version of Scheme 58 is displayed below.

Scheme 58 Putative biogenesis of loading unit (A) and polyenic macrolactams sceliphrolactam 404 and niizalactam C (tripartilactam) 409 (B).^238,240

The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers.

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