Chemical fact sheet: Berberine

Berberine

Basics

Category
Protoberberine & other isoquinoline alkaloid derivatives
IUPAC-name
9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
Formula
No formula stored
Exact mass
336.12300 g/mol
Molecular weight
336.37000 g/mol
Structure
Chemical structure of berberine
Figure 1.1: Chemical structure of berberine

Sources

In summary, the chemical berberine has been analyzed from following sources:

Berberis petiolaris  Wall. ex G. Don
1st
Mahonia napaulensis  (DC.) Spreng
1st

Note that an analysis result in the database may indicate either presence or lack thereof of a chemical in an analyzed sample.

References

  1. A. Singh, V. Bajpai, M. Srivastava, K. Arya, and B. Kumar, "Rapid profiling and structural characterization of bioactive compounds and their distribution in different parts of Berberis petiolaris Wall. ex G. Don applying hyphenated mass spectrometric techniques," Rapid Communications in Mass Spectrometry , vol. 28 , no. 19 , pp. 2089-2100 , DOI: 10.1002/rcm.7001 .
  2. A. Singh, V. Bajpai, S. Kumar, A. Rawat, and B. Kumar, "Analysis of isoquinoline alkaloids from Mahonia leschenaultia and Mahonia napaulensis roots using UHPLC-Orbitrap-MSn and UHPLC-QqQLIT-MS/MS," Journal of Pharmaceutical Analysis , vol. 7 , no. 2 , pp. 77–86 , DOI: 10.1016/j.jpha.2016.10.002 .

Analysis results

Analysis result 1

Detection technique Values Units
M⁺ 336.12300 m/z
MS²⁺ 275.09410
278.08170
292.09690
304.06040
306.07710
318.07530
320.09190
321.07000 		m/z
STD
True
TLC
False
UV/Vis detector description
HPLC-UV
Mass spectrometer description
QTOF-ESI-MS/MS, QTRAP hybrid triple quadrupole-linear ion trap mass spectrometer
Organism
Berberis petiolaris  Wall. ex G. Don
wild
ground, dried
Sample note
The plant material was collected from Pandukholi Forest, Almora, Uttarakhand (India), and identified according to the Flora of District Garhwal, North-West Himalaya, the Forest Flora of Kumaon. A voucher specimen of B. petiolaris, KRA 24410, was deposited in the departmental Herbarium of CDRI. Each part of the plant (fruit, leaf, root and stem) was washed thoroughly under tap water and dried at room temperature.
Drying methods
air-dried
Drying temperature
20±5 °C
Extraction solvents
ethanol
Extraction mass/volume-ratio
40 mg/mL
Extraction repeats
5
Extraction time
2 h 30 min
Extraction temperature
30 °C
Extract liquid storage temperature
20±5 °C
Extract drying method
vacuum evaporation under reduced pressure
Extract drying temperature
35 °C
Analysis solvents
MeOH
Detection note
The relative intensities (%) were as follows: 320.0919 (100), 292.0969 (77.3), 321.07 (71.7), 306.0771 (27.7), 304.0604 (19.2), 278.0817 (15.1), 275.0941 (11.5), 318.0753 (5.3).
References

A. Singh, V. Bajpai, M. Srivastava, K. Arya, and B. Kumar, "Rapid profiling and structural characterization of bioactive compounds and their distribution in different parts of Berberis petiolaris Wall. ex G. Don applying hyphenated mass spectrometric techniques," Rapid Communications in Mass Spectrometry , vol. 28 , no. 19 , pp. 2089-2100 , DOI: 10.1002/rcm.7001 .

Analysis result 2

Detection technique Values Units
M⁺ 336.12310 m/z
MS²⁺ 321 m/z
MS³⁺ 292
320 		m/z
STD
True
TLC
False
UV/Vis detector description
photodiode array (PAD)
Mass spectrometer description
UHPLC-ESI-MS/MS, hybrid triple quadrupole-linear ion trap
Organism
Mahonia napaulensis  (DC.) Spreng
wild
dried, powdered
Sample note
Mahonia napaulensis voucher herbarium specimen (No 254043) was deposited in the Harbarium of National Botanical Research Institue (NBRI), Lucknow, Uttar Pradesh, India. The identity of the voucher was matched with the available voucher of the plant species. The plant samples were dried in the shade. The extraction was performed with EtOH, sonicating 30 min at 25 C and the left for 24 h at room temperature.
Drying methods
shade-dried
Extraction solvents
ethanol
Extraction mass/volume-ratio
12.5 mg/mL
Extraction repeats
4
Extraction time
1 d 2 h
Extraction temperature
25 °C
Extract drying method
evaporation under reduced pressure
Extract drying temperature
40 °C
Dried extract storage temperature
-20 °C
Analysis solvents
MeOH
Detection note
336.1232 (m/z observed, not calculated; HR-MS); ion m/z was subjected to MS4 analysis which affforded the product ion at m/z 318; in the MS5 fragmentation analyis the product ions at m/z 290 and 262 were afforded. Similarly, the product ion at m/z 292 was subjected to MS4 analysis, which afforded the fragment ions at m/z 277, 264, 262 and 234.
References

A. Singh, V. Bajpai, S. Kumar, A. Rawat, and B. Kumar, "Analysis of isoquinoline alkaloids from Mahonia leschenaultia and Mahonia napaulensis roots using UHPLC-Orbitrap-MSn and UHPLC-QqQLIT-MS/MS," Journal of Pharmaceutical Analysis , vol. 7 , no. 2 , pp. 77–86 , DOI: 10.1016/j.jpha.2016.10.002 .