Curvulinic Acid
目录号 : GC48921
A fungal metabolite
Cas No.:19053-94-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Curvulinic acid is a fungal metabolite originally isolated from C. siddiqui.1 It inhibits C. bursa-pastoris seed germination, root growth, and shoot growth by 73.3, 73.5, and 66.7%, respectively, when used at a concentration of 600 µg/ml.2
1.Kamal, A., Ahmad, N., Khan, M.A., et al.Studies in the biochemistry of microorganisms—I: Curvulin and curvulinic acid, metabolic products of Curvularia siddiquiTetrahedron18(4)433-436(1962) 2.Li, E., Yea, Y., Wang, X., et al.Herbicidal activity of curvulinic acid isolated from Nimbya alternantheraeNat. Prod. Commun.7(1)51-52(2012)
| Cas No. | 19053-94-2 | SDF | |
| Canonical SMILES | O=C(CC1=C(C(C)=O)C(O)=CC(O)=C1)O | ||
| 分子式 | C10H10O5 | 分子量 | 210.2 |
| 溶解度 | 储存条件 | -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.7574 mL | 23.7869 mL | 47.5737 mL |
| 5 mM | 0.9515 mL | 4.7574 mL | 9.5147 mL |
| 10 mM | 0.4757 mL | 2.3787 mL | 4.7574 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Spirocyclic lactams and Curvulinic Acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities
Fitoterapia 2020 Mar;141:104466.PMID:31870948DOI:10.1016/j.fitote.2019.104466.
Curvularia lunata, isolated from the capitula of Paepalanthus chiquitensis (Eriocaulaceae), was cultured in potato dextrose broth (PDB) medium. The ethyl acetate extract yielded two new spirocyclic γ-lactams (3 and 4), and five known compounds, namely: triticones E (1) and F (2), 5-O-methylcurvulinic acid (5), Curvulinic Acid (6) and curvulin (7). Their structures were elucidated by spectroscopic analysis and by the comparison with literature data. Besides, a computational study was used to elucidate the absolute configuration of the C - 3' in the compounds (3) and (4). The extract and the compounds (1 and 2), (6) and (7) were assayed against gram-positive and gram-negative bacteria and fluconazole-resistant yeast. The triticones (1) and (2) showed good antibacterial activity for Escherichia coli, with a minimum inhibitory concentration of 62.5 μg/mL.
Herbicidal activity of curvuiinic acid isolated from Nimbya alternantherae
Nat Prod Commun 2012 Jan;7(1):51-2.PMID:22428243doi
A phytotoxic compound, identified as 2-(2-acetyl-3,5-dihydroxyphenyl) acetic acid (Curvulinic Acid), was isolated from liquid cultures of the phytopathogenic fungus Nimbya alternantherae. The activity of Curvulinic Acid on seed germination and seedling growth of Capsella bursa-pastoris was evaluated. Percentage seed germination of C. bursa-pastoris was decreased with increasing concentrations of Curvulinic Acid. The compound had stronger inhibitory effects on root length than shoot length. At a concentration of 600 microg x mL(-1), Curvulinic Acid caused 73.5% and 66.7% growth inhibition on roots and shoots with IC50 values of 204.7 and 281.1 microg x mL(-1), respectively. The finding of Curvulinic Acid in N. alternantherae and its herbicidal activity are reported here for the first time.
Serum Metabonomics Reveals Key Metabolites in Different Types of Childhood Short Stature
Front Pharmacol 2022 May 5;13:818952.PMID:35600884DOI:10.3389/fphar.2022.818952.
Nowadays, short stature (SS) in childhood is a common condition encountered by pediatricians, with an increase in not just a few families. Various studies related to the variations in key metabolites and their biological mechanisms that lead to SS have increased our understanding of the pathophysiology of the disease. However, little is known about the role of metabolite variation in different types of childhood SS that influence these biological processes and whether the understanding of the key metabolites from different types of childhood SS would predict the disease progression better. We performed a systematic investigation using the metabonomics method and studied the correlation between the three groups, namely, the control, idiopathic short stature (ISS), and short stature due to growth hormone deficiency (GHD). We observed that three pathways (viz., purine metabolism, sphingolipid signaling pathway, and sphingolipid metabolism) were significantly enriched in childhood SS. Moreover, we reported that two short peptides (Thr Val Leu Thr Ser and Trp Ile Lys) might play a significant role in childhood SS. Various metabolites in different pathways including 9,10-DiHOME, 12-HETE, 12(13)-EpOME, arachidonic acid methyl ester, glycerophospho-N-arachidonoyl ethanolamine, Curvulinic Acid (2-acetyl-3,5-dihydroxyphenyl acetic acid), nonanoic acid, and N'-(2,4-dimethylphenyl)-N-methylformamidine in human serum were compared between 60 children diagnosed with SS and 30 normal-height children. More investigations in this area may provide insights and enhance the personalized treatment approaches in clinical practice for SS by elucidating pathophysiology mechanisms of experimental verification.
Penicillium arizonense, a new, genome sequenced fungal species, reveals a high chemical diversity in secreted metabolites
Sci Rep 2016 Oct 14;6:35112.PMID:27739446DOI:10.1038/srep35112.
A new soil-borne species belonging to the Penicillium section Canescentia is described, Penicillium arizonense sp. nov. (type strain CBS 141311T = IBT 12289T). The genome was sequenced and assembled into 33.7 Mb containing 12,502 predicted genes. A phylogenetic assessment based on marker genes confirmed the grouping of P. arizonense within section Canescentia. Compared to related species, P. arizonense proved to encode a high number of proteins involved in carbohydrate metabolism, in particular hemicellulases. Mining the genome for genes involved in secondary metabolite biosynthesis resulted in the identification of 62 putative biosynthetic gene clusters. Extracts of P. arizonense were analysed for secondary metabolites and austalides, pyripyropenes, tryptoquivalines, fumagillin, pseurotin A, Curvulinic Acid and xanthoepocin were detected. A comparative analysis against known pathways enabled the proposal of biosynthetic gene clusters in P. arizonense responsible for the synthesis of all detected compounds except Curvulinic Acid. The capacity to produce biomass degrading enzymes and the identification of a high chemical diversity in secreted bioactive secondary metabolites, offers a broad range of potential industrial applications for the new species P. arizonense. The description and availability of the genome sequence of P. arizonense, further provides the basis for biotechnological exploitation of this species.
Production and fungitoxic activity of Sch 642305, a secondary metabolite of Penicillium canescens
Mycopathologia 2007 May;163(5):295-301.PMID:17429757DOI:10.1007/s11046-007-9015-x.
Production of fungitoxic extrolites was evaluated in culture filtrates of several isolates belonging to Penicillium canescens and P. janczewskii that showed some extent of inhibitory activity against the plant pathogenic fungus Rhizoctonia solani. In addition to griseofulvin and dechlorogriseofulvin that are already known in these species, Curvulinic Acid, previously unreported in Penicillium, was produced by all isolates assayed. Another extrolite recently characterized from a P. verrucosum strain by the name of Sch 642305 was detected in 5 isolates of P. canescens only. The purified compound completely inhibited mycelial growth of isolates of Rhizoctonia solani and other plant pathogenic fungi in vitro. The role of this extrolite as a possible biochemical determinant of antagonism toward plant pathogenic fungi, and implications concerning chemotaxonomy are discussed.