鲸鱼骨来源真菌Penicillium sp. S2014503化学成分及其生物活性研究

doi:10.11978/2022074

Journal of Tropical Oceanography ›› 2023, Vol. 42 ›› Issue (2): 132-140.doi: 10.11978/2022074CSTR: 32234.14.2022074

• Exploitation of Marine Resources • Previous Articles Next Articles

Bioactive natural compounds from a whale bone-derived fungus Penicillium sp. S2014503

ZHANG Haibo¹^,²^,³(), IMRAN Khan¹^,², KUMAR Saurav⁴, ZHANG Liping¹^,³, FANG Zhuangjie¹^,², ZHANG Xinya¹^,², PENG Fang⁵, ZHANG Changsheng¹^,²^,³

1. Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China
2. University of Chinese Academy of Sciences, Beijing 100049, China
3. Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China
4. Laboratory of Algal Biotechnology-Centre-Algatech, Institute of Microbiology of the Czech Academy of Sciences, Trebon 37981, Czech Republic
5. Wuhan University, China Center for Type Culture Collection, Wuhan 430072, China

Received:2022-04-11 Revised:2022-05-10 Online:2023-03-10 Published:2022-05-16
Contact: ZHANG Haibo. email: zhanghb@scsio.ac.cn
Supported by:
Key Special Project for Introduced Talents Team of Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou)(GML2019ZD0406); National Natural Science Foundation of China(81872778); National Natural Science Foundation of China(41911530078); National Key R&D Program of China(2018YFC1406705); National Key R&D Program of China(2018YFC1406704)

Abstract

Abstract:

Penicillium sp. S2014503 was isolated from a rotten whale bone sample. Constituent analysis and bioactivity evaluation of S2014503 were carried out to find more bioactive compounds from this fungus. Chemical structures of the purified compounds produced by S2014503 were determined by comprehensive analysis of NMR (nuclear magnetic resonance), MS (Mass spectrum) data of each compound. Stereochemistry of chiral compounds were elucidated by comparison of specific rotation value with the reported ones or determined by X-ray diffraction analysis. Ten compounds emodin (1), citreorosein (2), tetrahydro altersolanol B (3), conioxanthone A (4), chrysogine (5), pyramidamycin B (6), germicidin O (7), 2-(6-hydroxy-5,7-dimethylbenzefuranone-4-yl) acetaldehyde (8), astrophenone (9), and chenopodolans A (10) were found in the fermentation product of S2014503 which was cultured on a solid state rice medium. Bioactivities of all the isolated compounds were evaluated for the antibacterial activities and cytotoxicity against brine-shrimp larvae. Compounds 1 and 2 showed weak activity against Gram positive bacteria Micrococcus luteus. Compounds 1, 2 and 4 were significantly cytotoxic against brine-shrimp larvae (Artemia salina) after 6 hours of incubation at room temperature. Interestingly, compound 1 was a well-known laxative ingredient of Traditional Chinese Medicine Rheum officinale and Polygonam cuspidatum. This work is the first report on the emodin analogs from a whale bone derived fungus Penicillium sp.

Key words: Whale bone, Penicillium sp., emodin

ZHANG Haibo, IMRAN Khan, KUMAR Saurav, ZHANG Liping, FANG Zhuangjie, ZHANG Xinya, PENG Fang, ZHANG Changsheng. Bioactive natural compounds from a whale bone-derived fungus Penicillium sp. S2014503[J].Journal of Tropical Oceanography, 2023, 42(2): 132-140.

Figures/Tables 5

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References 28

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Identification code	Tetrahydroaltersolanol B	Identification code	Tetrahydroaltersolanol B
Empirical formula	C₁₆H₂₀O₆	μ/mm-1	0.971
Formula weight	308.3g·mol^-1	F(000)	756.0
Temperature/K	100.00 (10)	Crystal size/mm³	0.02 × 0.01 × 0.01
Crystal system	monoclinic	Radiation/Å	Cu Kα (λ=1.54184)
Space group	I2	2Θ range for data collection/(°)	4.864 to 148.83
a/Å	7.88690 (10)	Index ranges	-9 ≤ h ≤ 9, -7 ≤ k ≤ 7, -45 ≤ l ≤ 45
b/Å	5.80710 (10)	Reflections collected	16092
c/Å	36.3377 (4)	Independent reflections	3323 [R_int=0.0283, Rs_igma=0.0195]
α/(°)	90	Data/restraints/parameters	3323/1/241
β/(°)	90.0340 (10)	Goodness-of-fit on F²	1.047
γ/(°)	90	Final R indexes [I≥2σ (I)]	R₁ = 0.0247, wR2 = 0.0640
Volume/Å³	1664.27 (4)	Final R indexes [all data]	R₁ = 0.0254, wR2 = 0.0644
Z	4	Largest diff. peak/hole / e Å^-3	0.15/-0.14
ρcalc/(g·cm-3)	1.410	Flack parameter	-0.06 (5)

Bioactive natural compounds from a whale bone-derived fungus Penicillium sp. S2014503

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