Malaysian Journal of Analytical Sciences Vol 25 No 6 (2021): 959 - 965

 

 

 

 

ISOLATION OF PTEROPODIC ACID FROM MALAYSIAN Uncaria lanosa VAR. ferrea BY USING LIQUID CHROMATOGRAPHY MASS SPECTROMETRY DEREPLICATION APPROACH

 

(Pemencilan Asid Pteropodik daripada Uncaria lanosa var. ferrea Malaysia dengan Pendekatan Direplikasi Kromatografi Cecair Spektrometri Jisim)

 

Nursyaza Husna Shaharuddin¹, Rohaya Ahmad¹, Fatimah Salim^2,3*

 

¹Faculty of Applied Sciences,

Universiti Teknologi MARA, 40450 Shah Alam, Selangor Darul Ehsan
²Atta-ur-Rahman Institute for Natural Product Discovery (AuRIns),

Universiti Teknologi MARA Selangor Branch, Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor Darul Ehsan, Malaysia

³Centre of Foundation Studies,

Universiti Teknologi MARA Selangor Branch, Dengkil Campus, 42800 Dengkil, Selangor, Malaysia

 

*Corresponding author:  fatimah2940@uitm.edu.my

 

 

Received: 15 September 2021; Accepted: 10 November 2021; Published:  27 December 2021

 

 

Abstract

Previous chemical profiling on Malaysian Uncaria lanosa var. ferrea using liquid chromatography mass spectrometry (LCMS) had successfully identified three alkaloids namely pteropodine, isopteropodine, and isopteropodic acid along with a flavonoid known as rutin. Continuing our interest on this species, a dereplication strategy was applied to target unknown peak from the plant material. This had successfully led to the isolation of a new alkaloid. The molecular structure of the isolated new alkaloid was elucidated by using various spectroscopic techniques and was recognized as an acidic derivative of the alpha-beta unsaturated carbonyl methyl ester of pteropodine, one of the previously identified alkaloids from the plant. The new alkaloid was named as pteropodic acid. This study demonstrates that LCMS dereplication strategy will not only lead to an increased possibility of discovery of new compounds but also will save time, energy, and resources.

 

Keywords:  Uncaria, liquid chromatography mass spectrometry, dereplication, alkaloid

 

Abstrak

Profil kimia sebelumnya oleh Uncaria lanosa var. ferrea Malaysia melalui kromatografi cecair spektrometer jisim (LCMS) berjaya mengenal pasti tiga alkaloid iaitu pteropodin, isopteropodin, dan asid isopteropodik bersama dengan flavonoid yang dikenali sebagai rutin. Meneruskan minat kami terhadap spesies ini, strategi  direplikasi digunakan untuk menyasarkan puncak yang tidak diketahui dari bahan tumbuhan yang sama dan ini berjaya memencilkan alkaloid baru. Struktur molekul alkaloid baru yang dipencilkan telah dipastikan dengan menggunakan pelbagai teknik spektroskopi dan ditentukan sebagai molekul berasid terbitan karbonil metil ester tak tepu alpha-beta dari pteropodin, iaitu salah satu alkaloid yang dikenal pasti sebelumnya dalam tumbuhan yang sama. Oleh itu alkaloid baru ini dinamakan sebagai asid pteropodik. Dapatan kajian ini menunjukkan bahawa strategi direplikasi LCMS tidak hanya akan meningkatkan kemungkinan dalam menemui sebatian baru tetapi juga mampu menjimatkan waktu, tenaga, dan sumber bahan.

  
Kata kunci:  Uncaria, kromatografi cecair spektrometer jisim, direplikasi, alkaloid

 

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