Isolation, structural determination, and antiviral activities of a novel alanine-conjugated polyketide from Talaromyces sp

Nozomi Mosu; Mitsuki Yasukochi; Shogo Nakajima; Kou Nakamura; Masaya Ogata; Keita Iguchi; Kazuki Kanno; Tomohiro Ishikawa; Kazutoshi Sugita; Hironobu Murakami; Kouji Kuramochi; Tatsuo Saito; Shiro Takeda; Koichi Watashi; Kan Fujino; Shinji Kamisuki

doi:10.1038/s41429-024-00740-4

Isolation, structural determination, and antiviral activities of a novel alanine-conjugated polyketide from Talaromyces sp

J Antibiot (Tokyo). 2024 Aug;77(8):499-505. doi: 10.1038/s41429-024-00740-4. Epub 2024 May 30.

Authors

Nozomi Mosu^#¹, Mitsuki Yasukochi^#¹, Shogo Nakajima^{2

3

4}, Kou Nakamura¹, Masaya Ogata¹, Keita Iguchi¹, Kazuki Kanno¹, Tomohiro Ishikawa⁵, Kazutoshi Sugita¹, Hironobu Murakami^{1

6}, Kouji Kuramochi⁷, Tatsuo Saito⁸, Shiro Takeda^{1

6}, Koichi Watashi^{2

3

7}, Kan Fujino^{1

6}, Shinji Kamisuki^{9

10}

Affiliations

¹ School of Veterinary Medicine, Azabu University, 1-17-71 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa, 252-5201, Japan.
² Department of Virology II, National Institute of Infectious Diseases, 1-23-1 Toyama, Shinjuku-ku, Tokyo, 162-8640, Japan.
³ Research Center for Drug and Vaccine Development, National Institute of Infectious Diseases, 1-23-1, Toyama, Shinjuku-ku, Tokyo, 162-8640, Japan.
⁴ Choju Medical Institute, Yamanaka 19-14, Noyoricho, Toyohashi-shi, Aichi, 441-8124, Japan.
⁵ Graduate School of Life Science, Tokyo University of Agriculture, Sakuragaoka 1-1-1, Setagaya-ku, Tokyo, 156-8502, Japan.
⁶ Center for Human and Animal Symbiosis Science, Azabu University, 1-17-71 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa, 252-5201, Japan.
⁷ Department of Applied Biological Science, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
⁸ Department of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture, Sakuragaoka 1-1-1, Setagaya-ku, Tokyo, 156-8502, Japan.
⁹ School of Veterinary Medicine, Azabu University, 1-17-71 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa, 252-5201, Japan. [email protected].
¹⁰ Center for Human and Animal Symbiosis Science, Azabu University, 1-17-71 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa, 252-5201, Japan. [email protected].

^# Contributed equally.

PMID: 38816448
DOI: 10.1038/s41429-024-00740-4

Abstract

Antiviral agents are highly sought after. In this study, a novel alkylated decalin-type polyketide, alaspelunin, was isolated from the culture broth of the fungus Talaromyces speluncarum FMR 16671, and its structure was determined using spectroscopic analyses (1D/2D NMR and MS). The compound was condensed with alanine, and its absolute configuration was determined using Marfey's method. Furthermore, the antiviral activity of alaspelunin against various viruses was evaluated, and it was found to be effective against both severe acute respiratory syndrome coronavirus 2 and pseudorabies (Aujeszky's disease) virus, a pathogen affecting pigs. Our results suggest that this compound is a potential broad-spectrum antiviral agent.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alanine* / analogs & derivatives
Alanine* / chemistry
Alanine* / pharmacology
Animals
Antiviral Agents* / chemistry
Antiviral Agents* / isolation & purification
Antiviral Agents* / pharmacology
Herpesvirus 1, Suid / drug effects
Magnetic Resonance Spectroscopy
Molecular Structure
Polyketides* / chemistry
Polyketides* / isolation & purification
Polyketides* / pharmacology
SARS-CoV-2 / drug effects
Swine
Talaromyces* / chemistry

Substances

Antiviral Agents
Polyketides
Alanine

Abstract

Publication types

MeSH terms

Substances

Grants and funding