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Macrocarpal C
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Product Name Macrocarpal C
Price:
CAS No.: 142628-53-3
Catalog No.: CFN99469
Molecular Formula: C28H38O5
Molecular Weight: 454.6 g/mol
Purity: >=98%
Type of Compound: Sesquiterpenoids
Physical Desc.: Yellow powder
Source: The branches of Eucalyptus globulus
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
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Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
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Biological Activity
Description: Macrocarpal C, isolated from the fresh leaves of Eucalyptus globulus Labill. (Lan An) and identified as its major antifungal component by bioassay-guided purification, the antifungal action of macrocarpal C was associated with increases of membrane permeability, intracellular ROS and DNA fragmentation.
Targets: ROS | Antifection
In vitro:
Am J Chin Med. 2010;38(5):1005-14.
Two antifungal components isolated from Fructus Psoraleae and Folium Eucalypti Globuli by bioassay-guided purification.[Pubmed: 20821830]
Fructus Psoraleae and Folium Eucalypti Globuli have long been used as Chinese medicines to treat various ailments such as asthma, eczema and dermatomycosis. In previous studies, their antifungal activities were demonstrated. The aim of the present study was to isolate active antidermatophytic compounds from their ethanolic extracts by means of bioassay-guided purification.
METHODS AND RESULTS:
Guided by the inhibitory activities on Trichophyton mentagrophytes, Trichophyton rubrum and Paecilomyces variotii, bakuchiol was isolated from the n-hexane fraction of Fructus Psoraleae whilst Macrocarpal C was isolated from the n-hexane fraction of Folium Eucalypti Globuli. Both pure compounds could effectively inhibit the growth of dermatophytes in vitro.
CONCLUSIONS:
This is the first paper to report the isolation and identification of active antidermatophytic compounds from Fructus Psoraleae and Folium Eucalypti Globuli by the bioassay-guided purification.
Chin Med. 2015 Nov 21;10:34.
Antifungal mode of action of macrocarpal C extracted from Eucalyptus globulus Labill (Lan An) towards the dermatophyte Trichophyton mentagrophytes.[Pubmed: 26594235 ]
The fresh leaves of Eucalyptus globulus Labill. (Lan An) have been used in Chinese medicine for many years to treat dermatomycosis. Macrocarpal C was isolated from this herb and identified as its major antifungal component by bioassay-guided purification. This study aims to investigate the antifungal activity of Macrocarpal C against Trichophyton mentagrophytes, which can cause tinea pedis.
METHODS AND RESULTS:
The suppression in the growth of T. mentagrophytes following its treatment with Macrocarpal C was associated with an increase in the permeability of the fungal membrane (P = 0.0043 when compared to control); an increase in the production of intracellular ROS (P = 0.0063); and the induction of apoptosis as a consequence of DNA fragmentation (P = 0.0007). CONCLUSION:
CONCLUSIONS:
This study demonstrated that the antifungal action of Macrocarpal C was associated with increases of membrane permeability, intracellular ROS and DNA fragmentation.
Macrocarpal C Description
Source: The branches of Eucalyptus globulus
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

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Cell Metab. 2020 Mar 3;31(3):534-548.e5.
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IF=13.903(2019)

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1997 mL 10.9987 mL 21.9974 mL 43.9947 mL 54.9934 mL
5 mM 0.4399 mL 2.1997 mL 4.3995 mL 8.7989 mL 10.9987 mL
10 mM 0.22 mL 1.0999 mL 2.1997 mL 4.3995 mL 5.4993 mL
50 mM 0.044 mL 0.22 mL 0.4399 mL 0.8799 mL 1.0999 mL
100 mM 0.022 mL 0.11 mL 0.22 mL 0.4399 mL 0.5499 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
J Nat Prod. 2013 Dec 27;76(12):2346-9.
Semisynthesis of macrocarpal C and analogues by selective dehydration of macrocarpal A or B.[Pubmed: 24261967]

METHODS AND RESULTS:
Macrocarpal A and Macrocarpal C are structurally related compounds that have been extracted from different Eucalyptus species. Although Macrocarpal C is of biological interest, its isolation in pure form is difficult to achieve.
CONCLUSIONS:
We report herein an efficient method for the semisynthesis of Macrocarpal C by selective exo-dehydration of another member of the macrocarpal family, macrocarpal A. We also report the semisynthesis of three new macrocarpal structures derived from either macrocarpal A or B.
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