The Natural Products Atlas 2.0: a database of microbially-derived natural products

JA van Santen, EF Poynton, D Iskakova… - Nucleic acids …, 2022 - academic.oup.com
Within the natural products field there is an increasing emphasis on the study of compounds
from microbial sources. This has been fuelled by interest in the central role that …

Harnessing ortho-Quinone Methides in Natural Product Biosynthesis and Biocatalysis

TN Purdy, BS Moore, AL Lukowski - Journal of natural products, 2022 - ACS Publications
The implementation of ortho-quinone methide (o-QM) intermediates in complex molecule
assembly represents a remarkably efficient strategy designed by Nature and utilized by …

Caryophyllene and caryophyllene oxide: A variety of chemical transformations and biological activities

YV Gyrdymova, SA Rubtsova - Chemical Papers, 2022 - Springer
Natural sesquiterpenoids caryophyllene and caryophyllene oxide are important resources
for organic and medicinal chemistry. Due to their peculiar structure, these sesquiterpenoids …

Biomimetic synthesis and chemical proteomics reveal the mechanism of action and functional targets of phloroglucinol meroterpenoids

AK Bracken, CE Gekko, NO Suss… - Journal of the …, 2024 - ACS Publications
Natural products perennially serve as prolific sources of drug leads and chemical probes,
fueling the development of numerous therapeutics. Despite their scarcity, natural products …

Rhodomentosones A and B: Two Pairs of Enantiomeric Phloroglucinol Trimers from Rhodomyrtus tomentosa and Their Asymmetric Biomimetic Synthesis

LM Deng, LJ Hu, YTZ Bai, J Wang, GQ Qin… - Organic …, 2021 - ACS Publications
Rhodomentosones A and B (1 and 2), two pairs of novel enantiomeric phloroglucinol trimers
featuring a unique 6/5/5/6/5/5/6-fused ring system were isolated from Rhodomyrtus …

Total Synthesis of Guajavadimer A via Lewis Acid-Catalyzed Cascade Double Hetero-Diels–Alder Reactions

S Duan, X Zhang, X Li, Z Chi, Z Xie - Organic Letters, 2023 - ACS Publications
The first total synthesis of guajavadimer A, a dimeric caryophyllene-derived meroterpenoid
featuring an unprecedented 4–9–6–6–6–9–4-fused ring system, is reported. Key to the …

NMR Fingerprints of Formyl Phloroglucinol Meroterpenoids and Their Application to the Investigation of Eucalyptus gittinsii subsp. gittinsii

JR Baxter, DC Holland, B Gavranich… - Journal of Natural …, 2023 - ACS Publications
NMR fingerprints provide powerful tools to identify natural products in complex mixtures.
Principal component analysis and machine learning using 1H and 13C NMR data …

Convergent biomimetic semisynthesis of disesquiterpenoid rumphellolide J

G Stakanovs, S Belyakov, A Jirgensons… - Organic & Biomolecular …, 2022 - pubs.rsc.org
The convergent biomimetic gram-scale synthesis of disesquiterpenoid ester rumphellolide J
is described. 4β, 8β-Epoxycaryophyllan-5-ol was prepared in 67% yield (1.4 g) from …

A biomimetic synthesis-enabled stereochemical assignment of rhodotomentones A and B, two unusual caryophyllene-derived meroterpenoids from Rhodomyrtus …

LM Deng, LJ Hu, W Tang, JX Liu, XJ Huang… - Organic Chemistry …, 2021 - pubs.rsc.org
Rhodotomentones A and B (1 and 2), two unusual caryophyllene-derived meroterpenoids
(CDMTs) featuring a rare 6/6/9/4/6/6 hexacyclic ring system, along with their biogenetically …

Enantioselective Hydrofunctionalization of Cyclobutenones: Total Synthesis of gem‐Dimethylcyclobutane Natural Products

S Wang, C Zhong, Y Huang, P Lu - Angewandte Chemie, 2024 - Wiley Online Library
Cyclobutanes with a gem‐dimethyl group are common motifs in natural products. However,
strategies for constructing enantioenriched gem‐dimethyl cyclobutanes are still …