# SYNTHESIS OF THE NARGENICINS, A NEW CLASS OF ANTIBIOTICS

> **NIH NIH R01** · SYRACUSE UNIVERSITY AT SYRACUSE · 1988 · $84,676

## Abstract

The Nargenicins are a new class of structurally novel antibiotics which
exhibit significant activity against drug-resistant microbial strains.  The
total synthesis of nodusmicin, a representative member of this class, is
the principal objective of this investigation.  In order to confront the
unique structural and stereochemical challenge of nodusmicin and its
congeners we intend to develop new methodology, specifically:  1) a
procedure for generation of functionalized medium-ring lactones, and 2) a
stereorational method for development of acyclic compounds containing
remote, oxygenated chiral centers.  Each of these new methods is
potentially applicable to the synthesis of other biologically interesting
compounds, and the scope and limitations of the procedures will be examined
in model studies.  The proposed stereocontrolled, linear synthesis of
nodusmicin represents a major divergence from the previous strategies which
have been employed to synthesize compounds containing elements of remote
acyclic chirality.  In addition, the proposed synthetic route to nodusmicin
is intended to be applicable to the preparation of related nargenicin
antibiotics as well as new analogs.  A degradation of nodusmicin and
Nargenicin A(1) is planned; this study will provide authentic samples of
intermediates along the proposed synthetic path.  Compounds derived from
the model and degradation studies will be submitted for biological testing,
as will intermediates from the total synthesis of nodusmicin.

## Key facts

- **NIH application ID:** 3128969
- **Project number:** 5R01AI019632-06
- **Recipient organization:** SYRACUSE UNIVERSITY AT SYRACUSE
- **Principal Investigator:** JAMES L. KALLMERTEN
- **Activity code:** R01 (R01, R21, SBIR, etc.)
- **Funding institute:** NIH
- **Fiscal year:** 1988
- **Award amount:** $84,676
- **Award type:** 5
- **Project period:** 1983-01-01 → 1988-12-31

## Primary source

NIH RePORTER: https://reporter.nih.gov/project-details/3128969

## Citation

> US National Institutes of Health, RePORTER application 3128969, SYNTHESIS OF THE NARGENICINS, A NEW CLASS OF ANTIBIOTICS (5R01AI019632-06). Retrieved via MORVS 2026-10-25 from https://api.morvs.ai/grant/nih/3128969. Licensed CC0.

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