Trolline

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561010

CAS#: 1021950-79-7

Description: Trolline, also known as Oleracein E and (±)-Trolline, is a a tetrahydroisoquinoline possessing potent antioxidant activity. Trolline possesses various forms of pharmacological activity, including antibacterial and antiviral potency. Trolline significantly alleviated CCl4-induced liver injury and notably reduced the accumulation of collagen in liver tissues. Trolline treatment also markedly decreased inflammatory cytokines levels by inhibiting the NF-κB pathway. Trolline strongly inhibited HSC-T6 activation and notably induced cell apoptosis by modulating the Bax/Bcl-2 ratio, caspase activity, and MMP. Moreover, trolline significantly inhibited HSC-T6 autophagy.

Chemical Structure

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Trolline
CAS# 1021950-79-7
Instruction

Theoretical Analysis

MedKoo Cat#: 561010
Name: Trolline
CAS#: 1021950-79-7
Chemical Formula: C12H13NO3
Exact Mass: 219.09
Molecular Weight: 219.240
Elemental Analysis: C, 65.74; H, 5.98; N, 6.39; O, 21.89

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Oleracein E; OE; (±)-Trolline;

IUPAC/Chemical Name: 8,9-dihydroxy-1,5,6,10b-tetrahydropyrrolo[2,1-a]isoquinolin-3(2H)-one

InChi Key: LJIDRFNRDLYHNC-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H13NO3/c14-10-5-7-3-4-13-9(1-2-12(13)16)8(7)6-11(10)15/h5-6,9,14-15H,1-4H2

SMILES Code: O=C1CCC2N1CCC3=C2C=C(O)C(O)=C3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 219.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Shi D, Chen M, Liu L, Wang Q, Liu S, Wang L, Wang R. Anti-influenza A virus mechanism of three representative compounds from Flos Trollii via TLRs signaling pathways. J Ethnopharmacol. 2020 May 10;253:112634. doi: 10.1016/j.jep.2020.112634. Epub 2020 Jan 29. PMID: 32004628.


2: Zhao N, Sun Q, Olounfeh KM, Chen QL, Liang JW, Wang S, Wang L, Song Y, Meng FH. A validated UHPLC-MS/MS method for measurement of pharmacokinetics and tissue distribution of trolline in rat. J Pharm Biomed Anal. 2019 May 30;169:208-214. doi: 10.1016/j.jpba.2019.03.012. Epub 2019 Mar 6. PMID: 30877932.


3: Liu LJ, Hu XH, Guo LN, Wang RF, Zhao QT. Anti-inflammatory effect of the compounds from the flowers of Trollius chinensis. Pak J Pharm Sci. 2018 Sep;31(5):1951-1957. PMID: 30150194.


4: Wang CY, Jang HJ, Han YK, Su XD, Lee SW, Rho MC, Wang HS, Yang SY, Kim YH. Alkaloids from Tetrastigma hemsleyanum and Their Anti-Inflammatory Effects on LPS-Induced RAW264.7 Cells. Molecules. 2018 Jun 14;23(6):1445. doi: 10.3390/molecules23061445. PMID: 29899226; PMCID: PMC6099609.


5: Zhao J , Lichman BR , Ward JM , Hailes HC . One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues. Chem Commun (Camb). 2018 Feb 1;54(11):1323-1326. doi: 10.1039/c7cc08024g. PMID: 29345260; PMCID: PMC5804477.


6: Bai F, Huang Q, Nie J, Lu S, Lu C, Zhu X, Wang Y, Zhuo L, Lu Z, Lin X. Trolline Ameliorates Liver Fibrosis by Inhibiting the NF-κB Pathway, Promoting HSC Apoptosis and Suppressing Autophagy. Cell Physiol Biochem. 2017;44(2):436-446. doi: 10.1159/000485009. Epub 2017 Nov 15. PMID: 29141243.


7: Guo L, Qiao S, Hu J, Li D, Zheng S, Shi D, Liu J, Wang R. Investigation of the effective components of the flowers of Trollius chinensis from the perspectives of intestinal bacterial transformation and intestinal absorption. Pharm Biol. 2017 Dec;55(1):1747-1758. doi: 10.1080/13880209.2017.1321023. PMID: 28502237; PMCID: PMC6130518.


8: Liu LJ, Wu XW, Wang RF, Peng YS, Yang X, Liu JX. Absorption properties and mechanism of trolline and veratric acid and their implication to an evaluation of the effective components of the flowers of Trollius chinensis. Chin J Nat Med. 2014 Sep;12(9):700-4. doi: 10.1016/S1875-5364(14)60108-4. PMID: 25263984.


9: Wang R, Ma Q, Yang J. [Determination of trolline in flowers of Trollius chinensis by HPLC]. Zhongguo Zhong Yao Za Zhi. 2012 Jan;37(2):247-9. Chinese. PMID: 22737861.


10: Pässler U, Knölker HJ. The pyrrolo[2,1-a]isoquinoline alkaloids. Alkaloids Chem Biol. 2011;70:79-151. doi: 10.1016/b978-0-12-391426-2.00002-5. PMID: 22308756.