Sporogen-AO 1
(Synonyms: (+)-Sporogen-AO 1) 目录号 : GC48096
A fungal metabolite with diverse biological activities
Cas No.:88418-12-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >70.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Sporogen-AO 1 is a fungal metabolite originally isolated from A. oryzae that has diverse biological activities.1,2,3,4,5 It inhibits HIV-1 Tat transactivation in a cell-based assay with an IC50 value of 15.8 µM.4 Sporogen-AO 1 is cytotoxic to HeLa, KB, and NCI H187 cancer cells (IC50s = 8.3, 9, and 5.1 µM, respectively).2,5 It is active against C. albicans (MIC = 4 mM).3
1.Tanaka, S., Wada, K., Marumo, S., et al.Structure of sporogen-ao 1, a sporogenic substance of Aspergillus oryzaeTetrahedron Lett.25(51)5907-5910(1984) 2.Motohashi, K., Hashimoto, J., Inaba, S., et al.New sesquiterpenes, JBIR-27 and -28, isolated from a tunicate-derived fungus, Penicillium sp. SS080624SCf1J. Antibiot. (Tokyo)62(5)247-250(2009) 3.Yurchenko, A., Smetanina, O.F., Kalinovsky, A., et al.Biologically active metabolites of the facultative marine fungus Penicillium citrinumChem. Nat. Compd.48(6)996-998(2013) 4.Jayasuriya, H., Zink, D.L., Polishook, J.D., et al.Identification of diverse microbial metabolites as potent inhibitors of HIV-1 Tat transactivationChem. Biodivers.2(1)112-122(2005) 5.Tansakul, C., Rukachaisirikul, V., Chalothorn, T., et al.Synthesis and cytotoxicity against KB and NCI-H187 cell lines of sporogen AO-1 analoguesPhytochem. Lett.22128-132(2017)
| Cas No. | 88418-12-6 | SDF | |
| 别名 | (+)-Sporogen-AO 1 | ||
| Canonical SMILES | O=C1C=C2CC[C@@H](O)[C@H](C)[C@@]2(C)[C@]3([H])[C@@]1(C(C)=C)O3 | ||
| 分子式 | C15H20O3 | 分子量 | 248.3 |
| 溶解度 | Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble | 储存条件 | Store at -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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 4.0274 mL | 20.1369 mL | 40.2739 mL |
| 5 mM | 0.8055 mL | 4.0274 mL | 8.0548 mL |
| 10 mM | 0.4027 mL | 2.0137 mL | 4.0274 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。
Phomaligols F-I, polyoxygenated cyclohexenone derivatives from marine-derived fungus Aspergillus flavus BB1
Bioorg Chem 2021 Oct;115:105269.PMID:34426151DOI:10.1016/j.bioorg.2021.105269.
By tracing the 13C NMR resonances for carbonyls and enols, four new oxidized phomaligol derivatives, phomaligols F-I (1-4), along with seven known compounds (5-11) were isolated from the culture of the fungus Aspergillus flavus BB1 isolated from the marine shellfish Meretrix meretrix collected on Hailing Island, Yangjiang, China. The chemical structures and the absolute configurations of the new compounds were elucidated by MS, NMR, ECD, optical rotation, and 13C NMR calculations. Compounds 1 and 2 represent the first examples of phomaligol derivatives that contain an unusual bicyclic skeleton. All isolated compounds were tested for their cytotoxic activity. Among them, Sporogen-AO 1 (8) showed potent inhibitory activity against the cancer cell lines A549, H1299, SK-BR-3, and HCT116 with IC50 values of 0.13, 0.78, 1.19, and 1.32 μM, respectively. Phomaligol G (2) displayed cytotoxic activity against the A549 and H1299 cell lines with IC50 values of 46.86 and 51.87 μM respectively. Additionally, phomaligol H (3) demonstrated cytotoxic activity against the A549 cell line with an IC50 value of 65.53 μM. Mechanistic studies of compound 8 showed that it induced apoptosis of HCT116 cells in a dose-dependent manner.