Chemical fact sheet: Tetrahydroberberine

Tetrahydroberberine

Basics

Category
Protoberberine & other isoquinoline alkaloid derivatives
IUPAC-name
9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
Formula
No formula stored
Exact mass
339.14706 g/mol
Molecular weight
No weights stored
Structure
Chemical structure of tetrahydroberberine
Figure 1.1: Chemical structure of tetrahydroberberine

Sources

In summary, the chemical tetrahydroberberine 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⁺ H]⁺ 340.15430 m/z
MS²⁺ 149.05970
165.09040
174.05260
176.07060 		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 (%) of the fragments were: 176.0706 (100), 149.0597 (11.4), 165.0904 (3.4), 174.0526 (2.8).
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⁺ H]⁺ 340.15400 m/z
MS²⁺ 119
149
176 		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
340.1540 m/z observed, HR-MS
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 .