Structures and Biosynthetic Pathway of Pulvomycins B-D: 22-Membered Macrolides from an Estuarine Streptomyces sp.

Kyuho Moon; Jinsheng Cui; Eunji Kim; Evan Setiawan Riandi; So Hyun Park; Woong Sub Byun; Youngju Kal; Jun Young Park; Sunghoon Hwang; Daniel Shin; Jeongyoon Sun; Ki Bong Oh; Sangwon Cha; Jongheon Shin; Sang Kook Lee; Yeo Joon Yoon; Dong Chan Oh

doi:10.1021/acs.orglett.0c01249

Structures and Biosynthetic Pathway of Pulvomycins B-D: 22-Membered Macrolides from an Estuarine Streptomyces sp.

Kyuho Moon
, Jinsheng Cui
, Eunji Kim
, Evan Setiawan Riandi
, So Hyun Park
, Woong Sub Byun
, Youngju Kal
, Jun Young Park
, Sunghoon Hwang
, Daniel Shin
, Jeongyoon Sun
, Ki Bong Oh
, Sangwon Cha
, Jongheon Shin
, Sang Kook Lee
, Yeo Joon Yoon
, Dong Chan Oh

Seoul National University
Chonnam National University
Dongguk University

Research output: Contribution to journal › Article › peer-review

27 Scopus citations

Abstract

Pulvomycins B-D (1-3) were discovered from an estuarine Streptomyces strain along with the known pulvomycin (4). The 22-membered macrocyclic lactone structures of 1-3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher's method, and Kishi's bidentate chiral solvent NMR spectroscopy. Genomic analysis of the bacterial strain revealed the biosynthetic gene cluster of pulvomycin and enabled us to propose the trans-acyltransferase polyketide biosynthetic pathway. Pulvomycin D displayed potent cytotoxic activity against various cancer cell lines.

Original language	English
Pages (from-to)	5358-5362
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	14
DOIs	https://doi.org/10.1021/acs.orglett.0c01249
State	Published - 17 Jul 2020

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Moon, K., Cui, J., Kim, E., Riandi, E. S., Park, S. H., Byun, W. S., Kal, Y., Park, J. Y., Hwang, S., Shin, D., Sun, J., Oh, K. B., Cha, S., Shin, J., Lee, S. K., Yoon, Y. J., & Oh, D. C. (2020). Structures and Biosynthetic Pathway of Pulvomycins B-D: 22-Membered Macrolides from an Estuarine Streptomyces sp. Organic Letters, 22(14), 5358-5362. https://doi.org/10.1021/acs.orglett.0c01249

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title = "Structures and Biosynthetic Pathway of Pulvomycins B-D: 22-Membered Macrolides from an Estuarine Streptomyces sp.",

abstract = "Pulvomycins B-D (1-3) were discovered from an estuarine Streptomyces strain along with the known pulvomycin (4). The 22-membered macrocyclic lactone structures of 1-3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher's method, and Kishi's bidentate chiral solvent NMR spectroscopy. Genomic analysis of the bacterial strain revealed the biosynthetic gene cluster of pulvomycin and enabled us to propose the trans-acyltransferase polyketide biosynthetic pathway. Pulvomycin D displayed potent cytotoxic activity against various cancer cell lines.",

author = "Kyuho Moon and Jinsheng Cui and Eunji Kim and Riandi, \{Evan Setiawan\} and Park, \{So Hyun\} and Byun, \{Woong Sub\} and Youngju Kal and Park, \{Jun Young\} and Sunghoon Hwang and Daniel Shin and Jeongyoon Sun and Oh, \{Ki Bong\} and Sangwon Cha and Jongheon Shin and Lee, \{Sang Kook\} and Yoon, \{Yeo Joon\} and Oh, \{Dong Chan\}",

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year = "2020",

month = jul,

day = "17",

doi = "10.1021/acs.orglett.0c01249",

language = "English",

volume = "22",

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T1 - Structures and Biosynthetic Pathway of Pulvomycins B-D

T2 - 22-Membered Macrolides from an Estuarine Streptomyces sp.

AU - Moon, Kyuho

AU - Cui, Jinsheng

AU - Kim, Eunji

AU - Riandi, Evan Setiawan

AU - Park, So Hyun

AU - Byun, Woong Sub

AU - Kal, Youngju

AU - Park, Jun Young

AU - Hwang, Sunghoon

AU - Shin, Daniel

AU - Sun, Jeongyoon

AU - Oh, Ki Bong

AU - Cha, Sangwon

AU - Shin, Jongheon

AU - Lee, Sang Kook

AU - Yoon, Yeo Joon

AU - Oh, Dong Chan

PY - 2020/7/17

Y1 - 2020/7/17

N2 - Pulvomycins B-D (1-3) were discovered from an estuarine Streptomyces strain along with the known pulvomycin (4). The 22-membered macrocyclic lactone structures of 1-3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher's method, and Kishi's bidentate chiral solvent NMR spectroscopy. Genomic analysis of the bacterial strain revealed the biosynthetic gene cluster of pulvomycin and enabled us to propose the trans-acyltransferase polyketide biosynthetic pathway. Pulvomycin D displayed potent cytotoxic activity against various cancer cell lines.

AB - Pulvomycins B-D (1-3) were discovered from an estuarine Streptomyces strain along with the known pulvomycin (4). The 22-membered macrocyclic lactone structures of 1-3 were determined based on the interpretation of NMR, UV, and MS data, the modified Mosher's method, and Kishi's bidentate chiral solvent NMR spectroscopy. Genomic analysis of the bacterial strain revealed the biosynthetic gene cluster of pulvomycin and enabled us to propose the trans-acyltransferase polyketide biosynthetic pathway. Pulvomycin D displayed potent cytotoxic activity against various cancer cell lines.

UR - https://www.scopus.com/pages/publications/85088119951

U2 - 10.1021/acs.orglett.0c01249

DO - 10.1021/acs.orglett.0c01249

M3 - Article

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AN - SCOPUS:85088119951

SN - 1523-7060

VL - 22

SP - 5358

EP - 5362

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Structures and Biosynthetic Pathway of Pulvomycins B-D: 22-Membered Macrolides from an Estuarine Streptomyces sp.

Abstract

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