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Introduction
Mother earth, a bionetwork enriched with plethora of remarkable
plants holding numerous benefcial chemical compounds, which
play an integral role in maintaining the lives stealth and safe. Betulin
lup20 (29)–ene–3ß, 28–diol, a pentacyclictriterpene alcohol with
a lupane skeleton is one of such chemical compounds contributing
towards the advancement in feld of medicine.
1–3
It is obtained from
outer bark of Birch trees.
4–6
As described in Figure 1: Betulin has a
pentacyclic ring structure and hydroxyl groups in positions C
3
and
C
28
.
7–9
Betulin in presence of acid agents undergoes rearrangement to
form allobetulin.
10
It is acknowledged that plants with lupine series
are helpful in curing various diseases for this one relies on betulin
which on conversion tobetulinic acid, the alcohol group replaced by a
carboxylic acid group has more biological activity.
2,7,10,11
The alcohol
group cannot join with stationary phase because two groups are located
on opposite sides of compound.
1
Betulinic acid, the more bioactive
compound exhibits choleritic, antihelmintic, powerful prophylactic,
anti–HIV, antimutageneagent, antiviral, anti–fungal, anti–leukemia,
anti–leishmanial, anti–infammatory, immunomodulator.
7,12–15
Adding on it acts as anti–parasitic against Plasmodium falciparum
and Trypanosomabruceirhodesiense, anti–microbial, anti–obesity by
improving the lipid profle, also stabilizes atherosclerotic plaques.
15,16–20
Betulin is also used as plaster for sterilization of wounds, acts as liver
protectant in chronic hepatitis therapy, antirachitic, antitrypanosomal
also supports apoptosis i.e. self–destruction of tumor cells.
2,7,21,22
As
betulin is found in various other plants so people of vernacular regions
take numerous benefts depending on the necessity. Infusion of red
alder is used in lymphatic disorders and tuberculosis. Native Americans
use it to mediate insect bites, poison oak, digestive tract infections
and skin infammation.
23–26
Rather than possessing pharmacological
activities, due to elegant bark of Birch trees they are considered
choice of trees for landscape too. The substantial Birch trees grows
well in all soils due to which they are used as screen or window break.
Moreover, due to hard bark they are also used in carpentry and aquatic
industry. It is also used in cosmetic products. The birch bark extract
may be used in hair conditioners and shampoos.
27–29
Physical properties of betulin
Standard betulin has weak water solubility, thus it requires
modifcation for better cellular uptake and desired activity however
its derivatives like betulin diacetate (BDA) and betulin dipropionate
(BDP) possess greater water solubility as compared to betulin.
32,33
Therefore, betulin still remains relevant in synthesizing compounds
with higher solubility pattern that are considered more biologically
active (Table 1) (Figure 1).
34
Figure 1 Represents the preparation of betulinic acid from betulin.
7–11
Open Access J Trans Med Res. 2017;1(2):53‒59 53
© 2017 Boparai et al. This is an open access article distributed under the terms of the Creative Commons Attribution License, which
permits unrestricted use, distribution, and build upon your work non-commercially.
Betulin a pentacyclic tri–terpenoid: an hour to
rethink the compound
Volume 1 Issue 2 - 2017
Amritveer Boparai,
1
Junaid Niazi,
1
Neha
Bajwa,
2
Preet Amol Singh
3
1
Bahra Institute of Pharmacy, Rayat Group of Institutions,
Patiala–147001, Punjab, India
2
GVM, College of Pharmacy, Haryana, India
3
Department of Pharmaceutical Sciences and Technology,
Maharaja Ranjit Singh Punjab Technical University, Bathinda,
Punjab, India
Correspondence: Preet Amol Singh, Department of
Pharmaceutical Sciences and Technology, Maharaja Ranjit Singh
Punjab Technical University, Bathinda, Punjab, India, Pin code
151001, Tel +91– 8437000234, Email preetnabha67@gmail.com
Received: October 01, 2017 | Published: October 18, 2017
Abstract
Betulin a pentacyclic triterpenoid member of lupane family occurs widely in
numerous plants. Betulin, unlike most other constituents is easily isolated that it can
be utilized for various pharmacological actions. It is interesting to know that betulin
can be easily extracted from bark, stem, leaves, flower, roots etc. of plant. This review
summarizes plethora of reliable pharmacological activities like anti–inflammatory,
anti–ulcer, anti–diabetic, anti–bacterial, anti–microbial, anti–malarial, anti–viral, anti
hyperlipidaemic, anti–cancer and anti HIV exhibited by betulin and its derivatives.
For this it can be utilized in herbal as well as synthetic pharmaceutical industries
because of its promising efficacy and low levels of toxicity. Although betulin
possess a wide range of pharmacological activities, there is still lack of awareness
of its proper utilization in the field of medicine. So, need of the hour is to refocus on
naturally occurring betulin and its derivatives to avoid side effects caused by synthetic
compounds utilized in treating various ailments. Therefore, the aim of the present
review is to re–explore the potential of betulin, as an alternative to the compounds
possessing higher side effects.
Keywords: betulin, pentacyclic triterpenoid, betulinic acid, lupine, pharmacological
activities
Open Access Journal of Translational Medicine & Research
Mini Review
Open Access
HO
H
OH
H
H
Betulin
CrO
3
/ H
2
SO
4
acetone/ 0
0
C
O
NaBH
4
THF
OH
O
HO
OH
O
Betulinic Acid