深海放线菌Streptomyces koyangensis SCSIO 5802中次级代谢产物neoabyssomicin H的分离鉴定*

doi:10.11978/2022107

Journal of Tropical Oceanography ›› 2023, Vol. 42 ›› Issue (3): 169-173.doi: 10.11978/2022107CSTR: 32234.14.2022107

• Marine Geology • Previous Articles Next Articles

The isolation and identification of neoabyssomicin H from the deep-sea derived Streptomyces koyangensis SCSIO 5802^*

SONG Yongxiang¹^,²^,³^,⁴(), LI Xiaoyue¹^,³, JU Jianhua¹^,²^,³^,⁴

1. CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China
2. Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511453, China
3. University of Chinese Academy of Sciences, Beijing 100049, China
4. Sanya Institute of Oceanology, SCSIO, Sanya 572000, China

Received:2022-05-12 Revised:2022-06-13 Online:2023-05-10 Published:2022-06-16
Supported by:
Finance Science and Technology Project of Hainan Province(ZDKJ202018); Key Special Project for Introduced Talents Team of Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou)(GML2019ZD0406); Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program(2019BT02Y262); Guangdong Provincial Marine Economic Development (Six Major Marine Undertakings) Special Fund Project(GDNRC[2021]54); National Natural Science Foundation of China(41676151)

Abstract

Abstract:

Abyssomicins have attracted much attention for their potential of being developed into novel lead compounds by virtue of their antimicrobial and antiviral activities. The deep-sea derived strain of Streptomyces koyangensis SCSIO 5802 produces a series of abyssomicins. In order to further expand the library of abyssomicins, the fermentation fractions of this strain have been thoroughly investigated, which led to the first isolation of a new thioether dimer of abyssomicin with a macrolide moiety named neoabyssomicin H. Its structure was elucidated by using UV, IR, HR-ESI-MS, 1D and 2D NMR, and X-ray single crystal using Cu Kα radiation, etc. In antibacterial activity assays, the compound was found inactive against Staphylococcus aureus ATCC 29213 and a panel of MRSA clinical isolates at 128 μg·mL^-1. This study has expanded the scope of abyssomicins with a new molecular entity for study on this class of lead compounds.

Key words: deep-sea derived actinomycete, abyssomicin, antibacteria, thioether dimerization

SONG Yongxiang, LI Xiaoyue, JU Jianhua. The isolation and identification of neoabyssomicin H from the deep-sea derived Streptomyces koyangensis SCSIO 5802^*[J].Journal of Tropical Oceanography, 2023, 42(3): 169-173.

Figures/Tables 4

Fig. 1

Tab. 1

Fig. 2

Fig. 3

References 10

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原子序号	碳谱化学位移δ_C	氢谱化学位移δ_H	HMBC相关数据
1/1', C	170.9
2/2', C	100.9
3/3', C	194.4
4/4', CH₂	37.4	2.97, ddd (13.1, 6.5, 3.5)	5/5',
		2.64, m	6/6', 3/3'
5/5', CH₂	32.9	2.08, m	3/3'
		2.02, m	4/4', 3/3'
6/6', CH	73.2	4.85, overlapped
7/7', C	170.2
8/8', CH₂	37.2	2.81, overlapped	7/7', 9/9', 10/10'
		2.66, overlapped	9/9'
9/9', CH	38.8	2.79, overlapped	7/7', 8/8', 9'/9, 15/15'
10/10', CH	51.4	2.68, dd (5.0, 4.3)	9/9', 11/11', 15/15', 16/16'
11/11', CH	71.1	4.51, d (4.3)	10/10', 9/9', 12/12', 18/18', 13/13'
12/12', C	90.6
13/13', CH	27.8	2.62, m	15/15', 19/19'
14/14', CH₂	37.1	2.81, overlapped	19/19', 13/13', 10/10', 15/15', 16/16'
		2.40, dd (17.5, 5.5)	1/1', 2/2', 13/13'
15/15', C	77.0
16/16', C	186.6
17/17', CH₃	18.9	1.22, d (6.2)	5/5', 6/6'
18/18', CH₃	18.1	1.57, s	11/11', 12/12', 13/13'
19/19', CH₃	15.5	1.01, d (7.1)	12/12', 13/13', 14/14'

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The isolation and identification of neoabyssomicin H from the deep-sea derived Streptomyces koyangensis SCSIO 5802^*

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