74239-84-2 Usage
Uses
Used in Ophthalmology:
Bao gong teng A is used as a glaucoma treatment agent for its remarkable effects in managing the condition. It functions by contracting the pupils, reducing intraocular pressure, and improving the aqueous humor coefficient. Due to its rare adverse reactions and mild side effects, it is considered an ideal drug for treating glaucoma.
Used in Traditional Chinese Medicine:
In Guangdong and Guangxi provinces, bao gong teng A is used as a folk medicine to alleviate the symptoms of rheumatism, such as rheumatoid arthritis, hemiplegia, swelling, and pain. Its presence in the dried rattan of the Obutse Erycibe Stem (Ding Gong Teng) contributes to the plant's therapeutic applications in traditional Chinese medicine.
Efficient Synthesis:
Given that the content of bao gong teng A in the original plant is only about one-hundred-thousandth, the development of efficient synthetic methods for this alkaloid is crucial for further research and its potential applications in medicine.
History
ing Gong Teng, as a folk herbal medicine for sweating and defervescence, is commonly known as “Zhu Mu Jiao” in Lufeng County of Guangdong province. Because of its serious side effects, Ding Gong Teng was once only applied to those patients with strong physical constitution. However, in the 1970s, pharmacological studies indicated that the water decoction of Ding Gong Teng showed a strong pupil contraction that was rare for other Chinese medicinal herbs. In that period of time, the source of pilocarpine and physostigmine used for pupil contraction was lacking in China, so a plenty of chemical and pharmacological research has been done in order to develop a new miotic for the treatment of glaucoma.
There were few studies reported on the chemical composition of Obtuseleaf Erycibe Stem. In 1967, Sasorith, Souvan K. did some work about the chemical composition of Erycibe elliptilimba originated from Laos. That study reported that there were flavonoids in its leaves and tannin in its xylem, respectively, and its stems are not poisonous. Chinese scientists extracted two monomer compounds from the stem of Erycibe obtusifolia Benth. collected from Lufeng County, named as Baogongteng A (erycibe alkaloid II) and Baogongteng B.
In the 1980s, the pharmacological studies of glaucoma treatment and the synthesis studies of erycibe alkaloid II were carried out promptly.
Pharmacology
Erycibe alkaloid II can reduce the intraocular pressure in normal rabbit and the
experimental high intraocular pressure induced by water overload. Its effect is
stronger than that of pilocarpine, which is not suitable for long-term use. Local infusion
of erycibe alkaloid II has no effect on systemic blood pressure in rabbit, and
intravenous administration can lower blood pressure without affecting intraocular
pressure.Erycibe alkaloid II is a cholinergic drug while has no inhibitory effect on cholinesterase.
It shows muscarinic effect via direct interaction with M-cholinergic receptor
. Through the M3 receptor on cell membrane, erycibe alkaloid II can trigger
to increase the Ca2+ concentration in the human eye ciliary muscle cells. Then it
takes on the pupil contraction effect and the intraocular pressure reduction effect
mediated by the M3 receptor subtype . The mechanism of erycibe alkaloid II is
coupled with the cyclic nucleotide system .Moreover, the animal experiments indicate that erycibe alkaloid II may improve
cardiac function via slowing heart rate, enhancing cardiac contractility, reducing
oxygen consumption, strengthening full oxidation of acidic metabolites and sodium
pump activity, etc. .
Clinical Use
The miotic effect, intraocular pressure reduction, and improvement of the coefficient
of aqueous outflow are similar between erycibe alkaloid II eye drop and pilocarpine.
Furthermore, it has strong myotic effect than pilocarpine without obvious
side effects. So it is suitable for long-term application.Erycibe alkaloid II has been shown a good dose-dependent response in both the
miosis and the intraocular pressure reduction. The intraocular pressure reduction
effects of 0.01% and 0.05% erycibe alkaloid II are similar to that of 1% pilocarpine,
and 0.25% erycibe alkaloid II has stronger activity than 1% pilocarpine. The miotic
effects of 0.01%, 0.05%, and 0.25% erycibe alkaloid II are similar to that of 1%
pilocarpine. There is no significant difference in the intraocular pressure reduction
response between 0.05% erycibe alkaloid α and l% pilocarpine after chronic administration
(1 month). Both erycibe alkaloid II and pilocarpine are able to improve
significantly the coefficient of aqueous outflow without the obvious side effects .Overdose of oral administration or injection of erycibe alkaloid II will cause
poisoning, mainly shown as sweating, salivation, asthma, abdominal pain, diarrhea,
limb numbness, miosis, blood pressure reduction, bradycardia, etc. It should be paid
attention. Local application of erycibe alkaloid II may cause different degrees of
blurred vision, conjunctival congestion, and foreign body sensation .
Check Digit Verification of cas no
The CAS Registry Mumber 74239-84-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,2,3 and 9 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 74239-84:
(7*7)+(6*4)+(5*2)+(4*3)+(3*9)+(2*8)+(1*4)=142
142 % 10 = 2
So 74239-84-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H15NO3/c1-5(11)13-9-4-7-8(12)3-2-6(9)10-7/h6-10,12H,2-4H2,1H3/t6-,7-,8+,9+/m1/s1
74239-84-2Relevant articles and documents
Organometallic enantiomeric scaffolding: Organometallic chirons. Total synthesis of (-)-Bao Gong Teng A by a molybdenum-mediated [5+2] cycloaddition
Zhang, Yongqiang,Liebeskind, Lanny S.
, p. 465 - 472 (2007/10/03)
Bao Gong Teng A, an optically active tropane alkaloid with hypotensive and miotic activity isolated from the Chinese herb Erycibe obtusifolia Benth, was synthesized by an "organometallic chiron" strategy in which single enantiomers of TpMo(CO)2
