Characterization of Glutarimide Derivatives from Agrimonia pilosa-Associated Endophytic Streptomyces sp. YINM00048

doi:10.6023/cjoc202506015

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (1): 289-294.DOI: 10.6023/cjoc202506015 Previous Articles Next Articles

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仙鹤草内生链霉菌YINM00048中戊二酰亚胺类衍生物的研究

苏钰盈^a^,^†, 王映芳^a^,^†, 易梦镯^a^,^†, 赵立兴^a, 李佳璇^b, 马玲^c^,^*(), 尹敏^a^,^*()

^a 云南大学医学院昆明 650091
^b 华中科技大学第二临床学院武汉 430074
^c 云南省第一人民医院昆明理工大学附属医院临床药学科昆明 650032

收稿日期:2025-06-09 修回日期:2025-07-09 发布日期:2025-08-26
通讯作者: 马玲, 尹敏
作者简介:
^† 共同第一作者
基金资助:
国家自然科学基金(82160674); 国家自然科学基金(82160673); 昆明理工大学医学联合专项(KUST-KH2022014Y); 省级医学研究中心开放课题(2023YJZX-XY01)

Characterization of Glutarimide Derivatives from Agrimonia pilosa-Associated Endophytic Streptomyces sp. YINM00048

Su Yuying^a, Wang Yingfang^a, Yi Mengzhuo^a, Zhao Lixing^a, Li Jiaxuan^b, Ma Ling^c^,^*(), Yin Min^a^,^*()

^a School of Medicine, Yunnan University, Kunming 650091
^b The Second Clinical Medical College, Huazhong University of Science and Technology, Wuhan 430074
^c Department of Clinical Pharmacy, Affiliated Hospital of Kunming University of Science and Technology, The First People?s Hospital of Yunnan Province, Kunming 650032

Received:2025-06-09 Revised:2025-07-09 Published:2025-08-26
Contact: Ma Ling, Yin Min
About author:
^† The authors contributed equally to this work
Supported by:
National Natural Science Foundation of China(82160674); National Natural Science Foundation of China(82160673); Medical Joint Project of Kunming University of Science and Technology(KUST-KH2022014Y); Open Project of Yunnan Clinical Medical Center(2023YJZX-XY01)

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Abstract

Two new glutarimide derivatives, 2-hydroxy-3-[2-(2-hydroxy-3-methylphenyl-5-hydroxymethyl)-2-oxoethyl] glu- tarimide (1) and 2-hydroxy-3-[2-[2-hydroxy-3-hydroxymethyl-5-methylphenyl]-2-oxoethyl] glutarimide (2), along with 8 known compounds were isolated from the liquid fermentation broth of endophytic Streptomyces sp. YINM00048 obtained from Agrimonia pilosa. Their structures were elucidated through comprehensive spectroscopic analysis, including nuclear magnetic resonance, high-resolution mass spectrometry, and single-crystal X-ray diffraction, supported by time-dependent density functional theory (TDDFT)-electronic circular dichroism (ECD) calculations. Furthermore, compound 2 displayed weak cytotoxic activity against A549 and SMMC-7721 cell lines with IC₅₀ values of 62.69 and 55.07 μmol/L, respectively.

Key words: Agrimonia pilosa, endophytic Streptomyces, glutarimide, structural elucidation, anti-tumor activity

Cite this article

Su Yuying, Wang Yingfang, Yi Mengzhuo, Zhao Lixing, Li Jiaxuan, Ma Ling, Yin Min. Characterization of Glutarimide Derivatives from Agrimonia pilosa-Associated Endophytic Streptomyces sp. YINM00048[J]. Chinese Journal of Organic Chemistry, 2026, 46(1): 289-294.

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Fig. & Tab. 6

References 21

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Position	δ_C, type	δ_H, mult (J in Hz)
1	176.1, C
1′	173.8, C
2	72.1, CH	4.18, d (11.5)
2′	37.4, CH₂	2.56, dd (17.2, 12.3)
		2.87, dd (17.2, 4.2)
3	35.4, CH	2.72, m
4	41.0, CH₂	3.09, dd (17.3, 8.8)
		3.66, dd (17.4, 3.5)
5	206.5, C
6	119.6, C
7	161.2,.C
8	128.4, C
9	137.6, CH	7.40, s
10	132.8, C
11	127.5, CH	7.74, s
12	15.5, CH₃	2.23, s
13	64.6, CH₂	4.54, s

Position	δ_C, type	δ_H, mult (J in Hz)
1	176.1, C
1′	173.8, C
2	72.1, CH	4.18, d (11.5)
2′	37.4, CH₂	2.56, dd (17.2, 12.3)
		2.87, dd (17.2, 4.2)
3	35.4, CH	2.72, m
4	41.0, CH₂	3.09, dd (17.3, 8.8)
		3.66, dd (17.4, 3.5)
5	206.5, C
6	119.6, C
7	161.2,.C
8	128.4, C
9	137.6, CH	7.40, s
10	132.8, C
11	127.5, CH	7.74, s
12	15.5, CH₃	2.23, s
13	64.6, CH₂	4.54, s

Position	δ_C, type	δ_H, mult (J in Hz)
1	174.5, C
1′	171.9, C
2	70.4, CH	4.05, d (9.6)
2′	36.1, CH₂	2.59, m
3	33.7, CH	2.54, m
4	40.2, CH₂	3.04, dd (17.1, 7.5)
		3.47, m
5	205.8, C
6	118.4, C
7	156.4, C
8	130.7, C
9	134.9, CH	7.48, s
10	127.3, C
11	128.4, CH	7.63, s
12	57.3, CH₂	4.51, s
13	20.3, CH₃	2.29, s
OH-7		12.23, s
NH		10.83, s

Position	δ_C, type	δ_H, mult (J in Hz)
1	174.5, C
1′	171.9, C
2	70.4, CH	4.05, d (9.6)
2′	36.1, CH₂	2.59, m
3	33.7, CH	2.54, m
4	40.2, CH₂	3.04, dd (17.1, 7.5)
		3.47, m
5	205.8, C
6	118.4, C
7	156.4, C
8	130.7, C
9	134.9, CH	7.48, s
10	127.3, C
11	128.4, CH	7.63, s
12	57.3, CH₂	4.51, s
13	20.3, CH₃	2.29, s
OH-7		12.23, s
NH		10.83, s

Compd.	IC₅₀±SD/(μmol•L^－1)
Compd.	A549	SMMC-7721
2	27.51±1.13	31.12±1.93
DDP	13.78±1.07	8.668±0.153
Taxol	<0.008	0.063±0.010

仙鹤草内生链霉菌YINM00048中戊二酰亚胺类衍生物的研究

Characterization of Glutarimide Derivatives from Agrimonia pilosa-Associated Endophytic Streptomyces sp. YINM00048

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